Day: September 28, 2020

120-72-9, 1H-Indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of lH-indole (0.38 g, 3.244 mmol) in DMF (15 ml) was added TFAA (0.451 ml, 3.244 mmol) at room temperature. The reaction was stirred at 40 C for 2 hr. The mixture was poured into sodium bicarbonate solution (400 mL). The precipitate was filtered and washed with H20. The solid was dissolved in EtOAc and purified by silica gel column chromatography to give the title compound (650 mg). LCMS m/z = 214.2 [M+H]+; NMR (400 MHz, CD3OD) delta ppm 7.28-7.37 (m, 2H), 7.49-7.56 (m, 1H), 8.20-8.24 (m, 1H), 8.25-8.29 (m, 1H)., 120-72-9

120-72-9 1H-Indole 798, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; SEMPLE, Graeme; BEHAN, Dominic P.; FEICHTINGER, Konrad; GLICKLICH, Alan; GROTTICK, Andrew J.; KAM, Maria Matilde Sanchez; KASEM, Michelle; LEHMANN, Juerg; REN, Albert S.; SCHRADER, Thomas O.; SHANAHAN, William R.; WONG, Amy Siu-Ting; ZHU, Xiuwen; WO2015/66344; (2015); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

1211594-25-0, 4-Bromo-1H-indole-7-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 4-bromo-1H-indole-7-carboxylic acid (5.5 g, 22.91 mmol) EDC (6.59 g, 34.4 mmol) and HOBt (5.26 g, 34.4 mmol) in THF (150 mL) and DCM (180 mL) was stirred at rt for 1 h. The mixture was then bubbled with NH3 gas for about 15 mm and the resulting mixture was stirred at rt overnight. The mixture was diluted by addition of water and extracted with DCM. The organic phase was washed with brine, dried and concentrated to give a residue, which was suspended in ether and filtered to provide 4-bromo-]H-indole-7-carboxamide (5.3 g, 97%): ?H NMR (DMSO-d6) 3 11.40 (br, 1H), 8.08 (br, 1H), 7.29-7.57 (d, J = 7.6 Hz, 1H), 7.43-7.42 (m, 2H), 7.28-7.26 (d, J = 7.6 Hz, 1H), 6.43-6.42 (m, 1H).

1211594-25-0, 1211594-25-0 4-Bromo-1H-indole-7-carboxylic acid 59267539, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; ABBVIE INC.; BONAFOUX, Dominique; DAVIS, Heather, M.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; HEROLD, J., Martin; HOEMANN, Michael, Z.; HUNTLEY, Raymond; OSUMA, Augustine; SHEPPARD, George; SOMAL, Gagandeep, K.; VAN CAMP, Jennifer; VAN EPPS, Stacy, A.; VASUDEVAN, Anil; WALLACE, Grier, A.; WANG, Lu; WANG, Zhi; WILSON, Noel, S.; XU, Xiangdong; WO2014/210255; (2014); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1477-50-5,1H-Indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

(iii) 1H-Indole-2-carboxylic acid methyl ester 2 g of 1H-Indole-2-carboxylic acid was dissolved in 15 ml of methanolic hydrochloric acid (8M) and the mixture was stirred at RT for 16 h. After removal of the solvent under reduced pressure, reisidual volatiles were removed by codistillation twice with 10 ml toluene. The remaining slightly yellow solid was subjected to the subsequent reaction without further purification. Yield: 2.3 g, 1477-50-5

The synthetic route of 1477-50-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nazare, Marc; Essrich, Melanie; Will, David William; Matter, Hans; Ritter, Kurt; Wehner, Volkmar; US2003/199689; (2003); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

15317-58-5, 1H-Indole-3-carbohydrazide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of indole-3-carbonylhydrazide (5,1.0 mmol) in absolute ethanol (100 mL) was added a solution of substitutedphenyl/benzyl isothiocyanate (6a-j) in ethanol (50 mL) with continuousstirring. The reaction mixture was heated under reflux for 1 h. After coolingto room temperature, the precipitate formed was collected by filtration, andwashed with ice-cold ethanol (30 mL) to give the correspondingthiosemicarbazide (7a-j), which was used in the next step without furtherpurification.

15317-58-5, The synthetic route of 15317-58-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hamdy, Rania; Ziedan, Noha I.; Ali, Samia; Bordoni, Cinzia; El-Sadek, Mohamed; Lashin, Elsaid; Brancale, Andrea; Jones, Arwyn T.; Westwell, Andrew D.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 4; (2017); p. 1037 – 1040;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

883535-89-5, 2-(2-Methyl-1H-indol-1-yl)ethanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,883535-89-5

General procedure: A solution of 2-(2-methyl-1H-indol-1-yl)ethanamine (4a) (65 mg, 0.373 mmol) and 4-(piperidin-1-yl)benzoic acid (5) (76 mg, 1 eq.), and dimethylaminopyridine (catalytic, ?5 mg) in dichloromethane (6 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide.hydrochloride (EDCI) (92 mg, 1.3 eq.) at room temperature. The resulting reaction mixture was stirred for 6h. At the conclusion of the reaction (TLC), water (15 mL) was added to quench the reaction. The product was extracted with ethyl acetate (20mL¡Á3). Organics were washed with dilute HCl (10 mL), saturated NaHCO3 solution (10 mL), water (10 mL) and brine solution (10 mL) and dried over Na2SO4 and concentrated. The resulting crude product was subjected to silica gel chromatography eluting with 0-40% ethyl acetate in hexane to furnish 7k (TG7-152) (100mg, 74% yield). 1H NMR (CDCl3): delta 7.52 (d, J=5.6Hz, 1H), 7.49 (d, J=8.8Hz, 2H), 7.30 (d, J=8Hz, 1H), 7.07 (m, 2H), 6.80 (d, J=8.2Hz, 2H), 6.23 (s, 1H), 5.98 (t, J=5.4Hz, 1H), 4.33 (t, J=6Hz, 2H), 3.76 (q, J=6Hz, 2H), 3.25 (t, J=4.8Hz, 4H), 2.37 (s, 3H), 1.6 (m, 6H). LCMS (ESI): >97% purity at lambda 254, MS; m/z, 362 [M+H]+. Anal. Calcd. for C23H27N3O: C, 76.42; H, 7.53; N, 11.62; found; C, 76.48; H, 7.55; N, 11.59.

As the paragraph descriping shows that 883535-89-5 is playing an increasingly important role.

Reference£º
Article; Ganesh, Thota; Jiang, Jianxiong; Dingledine, Ray; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 521 – 535;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2338-71-8,5-Fluoro-1H-indole-3-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: A solution of the xanthate 3 (1.37 g, 4.87 mmol) and the corresponding indole (4a-4g) (0.353 g, 2.21 mmol) in degassed 1,2-dichloroethane (DCE) (9 mL) was heated at reflux, and dilauroyl peroxide (DLP) (2.21 g, 5.54 mmol) in solid form was added in several portions (0.92 mmol/h). The reaction was monitored by TLC and was stopped after 6 h. The solvent was removed under reduced pressure, and the crude residues were extracted with acetonitrile and washed with hexane. The polar phase was then concentrated under reduced pressure and purified by chromatography on a silica gel column using hexane-ethyl acetate as the eluent to obtain the desired products., 2338-71-8

Big data shows that 2338-71-8 is playing an increasingly important role.

Reference£º
Article; Canche Chay, Cristina I.; Cansino, Rocio Gomez; Espitia Pinzon, Clara I.; Torres-Ochoa, Ruben O.; Martinez, Roberto; Marine Drugs; vol. 12; 4; (2014); p. 1757 – 1772;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.143141-23-5,1-(Phenylsulfonyl)-7-azaindole,as a common compound, the synthetic route is as follows.

4.2.23 1-(Phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid (17) In a heat dried and nitrogen purged tricol round bottom flask, 5 (1.05 g, 4.07 mmol) was solubilized in dry THF (15 mL), cooled to -35 C then lithium diisopropylamide (5.1 mL, 10.16 mmol, 2 M) was added slowly. The mixture was then cooled to -55 C and dry ice was added slowly. The mixture was left to warm up to room temperature under stirring overnight. The reaction was quenched with water and extracted with EtOAC. The aqueous layer was acidified by the addition of a 6 N hydrochloric acid solution to pH = 1 and extracted with EtOAC. The latter organic layer was washed with a saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure to give 1.09 g of the expected product as a beige solid in 88% yield. 1H NMR (300 MHz, DMSO-d6) delta (ppm): 13.87 (br, 1H), 8.51 (dd, J = 1.6, 4.7 Hz, 1H), 8.26 (d, J = 7.0 Hz, 2H), 8.13 (dd, J = 1.6, 7.9 Hz, 1H), 7.77 (dd, J = 7.2 Hz, 1H), 7.72-7.65 (m, 2H), 7.39 (dd, J = 4.7, 7.9 Hz, 1H), 7.28 (s, 1H). 13C NMR (75 MHz, DMSO-d6) delta (ppm): 164.4, 149.5, 147.3, 138.5, 135.1, 133.3, 132.1, 129.8 (2C), 128.3 (2C), 121.1, 120.7, 112.5.

143141-23-5, As the paragraph descriping shows that 143141-23-5 is playing an increasingly important role.

Reference£º
Article; Baltus, Christine B.; Jorda, Radek; Marot, Christophe; Berka, Karel; Bazgier, Vaclav; Kry?tof, Vladimir; Prie, Gildas; Viaud-Massuard, Marie-Claude; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 701 – 719;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

30218-58-7, N,N-Dimethyl-1-(5-methyl-1H-indol-3-yl)methanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

30218-58-7, General procedure: PCC (1.1 mmol) was added to a stirred solution of 4 (1mmol) in DMF (5 mL) at 100 C (pre-heated oil bath) and the mixture was stirred at 100 C for 0.5 h.After cooling, the resulting mixture was added to 10% aqueous HCl solution, extracted with AcOEt (100mL), washed with brine, and dried over MgSO4. The solvent was removed, and the residue was purifiedby silica gel column chromatography with CH2Cl2 to give 2.

The synthetic route of 30218-58-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Itoh, Tomoki; Abe, Takumi; Nakamura, Shuhei; Ishikura, Minoru; Heterocycles; vol. 91; 7; (2015); p. 1423 – 1428;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1204-06-4,3-Indoleacrylic Acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of the acid derivative (1mmol) in CH2Cl2 were added triethylamine (2mmol) and ethyl chloroformate (1mmol), followed by stirring at 0C for 30min. After addition of the appropriate amine derivative (1.2mmol), the mixture was stirred for an additional 1h at 0C. Then, the reaction mixture was warmed to room temperature and stirred overnight. After the solvent was evaporated under reduced pressure, acetone was added, filtered, and evaporated. The residue was dissolved in CH2Cl2, and the organic phase was washed with a 1% NaHCO3 solution and brine, dried over Na2SO4, and evaporated under vacuum. The final residue was purified by flash column chromatography (Combiflash Rf) using CH2Cl2-MeOH (0-5%) as eluents. 4.3.9 (E)-N-(2,4-Dimethoxybenzyl)-3-(1H-indol-3-yl)acrylamide 3i Yield 48%, mp 164-166 C; IR (FTIR/FTNIR-ATR): 1644 cm-1 (C=O), 3241 cm-1 (N-H). 1H NMR (DMSO-d6) delta: 11.54 (1H, s), 8.07 (1H, t, J = 6 Hz), 7.92 (1H, d, J = 8 Hz), 7.74 (1H, s), 7.61 (1H, d, J = 15.6 Hz), 7.45 (1H, d, J = 7.6 Hz), 7.18 (3H, m), 6.71 (1H, d, J = 16 Hz), 6.57 (1H, s), 6.50 (1H, d, J = 8 Hz), 4.28 (2H, d, J = 5.6 Hz), 3.81 (3H, s), 3.74 (3H, s). 13C NMR (DMSO-d6) delta: 166.9, 160.4, 158.4, 138.0, 133.6, 131.0, 129.8, 125.5, 122.8, 120.9, 120.7, 119.8, 116.9, 112.9, 112.8, 104.9, 98.8, 56.0, 55.8, 37.7; HRMS C20H21N2O3 [M+H]+ Calcd 337.1552, Found m/z 337.1539., 1204-06-4

As the paragraph descriping shows that 1204-06-4 is playing an increasingly important role.

Reference£º
Article; Baytas, Sultan Nacak; Inceler, Nazan; Yilmaz, Akin; Olgac, Abdurrahman; Menevse, Sevda; Banoglu, Erden; Hamel, Ernest; Bortolozzi, Roberta; Viola, Giampietro; Bioorganic and Medicinal Chemistry; vol. 22; 12; (2014); p. 3096 – 3104;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4769-96-4,6-Nitro-1H-indole,as a common compound, the synthetic route is as follows.,4769-96-4

A solution of 6-nitro-1H-indole (1.0 g, 6.17 mmol) in tetrahydrofuran (5 mL) cooled to 0 C. was treated with trifluoroacetic anhydride (1.31 mL, 9.25 mmol). The reaction was stirred at 0 C. for 1 h and then was allowed to warm to 25 C. where it was stirred for 16 h. At this time, the reaction was poured into water (100 mL) and stirred at 25 C. for 5 min. The resulting precipitate was collected by filtration, washed with water (100 mL), and dried in vacuo. This solid was re-dissolved in tetrahydrofuran (8 mL) at 25 C., and the resulting solution was treated with trifluoroacetic anhydride (1 mL, 7.08 mmol) and was stirred at 25 C. for 1 h. The resulting precipitate was collected by filtration, washed with water, and dried in vacuo to afford 2,2,2-trifluoro-1-(6-nitro-1H-indol-3-yl)-ethanone (646 mg, 40%) as a yellow solid: mp 263-265 C.; EI-HRMS m/e calcd for C10H5F3N2O3 (M+) 258.0252, found 258.0253. [0060] A solution of 2,2,2-trifluoro-1-(6-nitro-1H-indol-3-yl)-ethanone (1.0 g, 3.87 mmol) in N,N-dimethylformamide (10 mL) at 25 C. was treated with potassium carbonate (1.34 g, 9.68 mmol). The resulting mixture was stirred at 25 C. for 10 min and then treated with 2-iodopropane (0.58 mL, 5.81 mmol). The reaction was heated at 65 C. for 3 h. At this time, the reaction was cooled to 25 C. and was partitioned between water (50 mL) and ethyl acetate (50 mL). This mixture was treated with a 1N aqueous hydrochloric acid solution (25 mL). The organic layer was washed with water (1¡Á50 mL) and a saturated aqueous sodium chloride solution (1¡Á50 mL), dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 2,2,2-trifluoro-1-(1-isopropyl-6-nitro-1H-indol-3-yl)-ethanone (581 mg, 98%) as a yellow solid: mp 143-145 C.; EI-HRMS m/e calcd for C14H14F3NO (M+) 269.1027, found 269.1037. [0061] A solution of 2,2,2-trifluoro-1-(1-isopropyl-6-nitro-1H-indol-3-yl)-ethanone (525 mg, 1.75 mmol) in a 20% aqueous sodium hydroxide solution (10 mL) was heated at 1110 C. for 2 h. At this time, the reaction was cooled to 25 C., partitioned between water (75 mL) and ethyl acetate (75 mL), and treated with a 1N aqueous hydrochloric acid solution (25 mL). The organic layer was washed with water (1¡Á50 mL) and a saturated aqueous sodium chloride solution (1¡Á50 mL), dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 1-isopropyl-6-nitro-1H-indole-3-carboxylic acid (436 mg, 99%) as a yellow solid: mp 242-243 C.; EI-HRMS m/e calcd for C12H12N2O4 (M+) 248.0797, found 248.0796. [0062] A solution of 1-isopropyl-6-nitro-1H-indole-3-carboxylic acid (200 mg, 0.81 mmol) in methylene chloride (4 mL) and NN-diisopropylethylamine (0.32 mL, 1.85 mmol) at 25 C. was treated with benzotriazol-1-yloxy-tris(dimethylamino) phosphonium hexafluoro-phosphate (463 mg, 1.05 mmol). The reaction was stirred at 25 C. for 20 min. At this time, the reaction was treated with 2-aminothiazole (186 mg, 1.85 mmol) and was stirred at 25 C. for 24 h. At this time, the reaction mixture was partitioned between water (50 mL) and ethyl acetate (50 mL) and was treated with a 1N aqueous hydrochloric acid solution (25 mL). The organic layer was washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solid was dissolved in a hot solution of 1/1 hexanes/ethyl acetate and then filtered. The filtrate was cooled in the freezer for 1 h. At this time, the resulting solid was collected by filtration. The filtrate was concentrated in vacuo. Biotage chromatography (FLASH 40S, Silica, 1/1 hexanes/ethyl acetate) afforded 1-isopropyl-6-nitro-1H-indole-3-carboxylic acid thiazol-2-ylamide (13 mg, 4.9%) as a yellow solid: mp 236-239 C.; EI-HRMS m/e calcd for C15H14N4O3S (M+) 330.0786, found 330.0792.

As the paragraph descriping shows that 4769-96-4 is playing an increasingly important role.

Reference£º
Patent; Corbett, Wendy Lea; US2004/67939; (2004); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles