Downstream synthetic route of 101774-27-0

101774-27-0, The synthetic route of 101774-27-0 has been constantly updated, and we look forward to future research findings.

101774-27-0, 6-Bromo-1H-indole-3-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 250 mL round bottom Hask was added 6-bromo-l H-indole-3-carboxylic acid ASa(5 g, 20.83 mmol, 1.0 equiv.), N,N-dimethylformamide (150 mL), Mel (5.9 g), andsodium hydride (3.5 g, 145.83 mmol, 7.0 equiv.). The resulting mixture ‘.Vas stirred at 10-25 oc for l h, a.nd then diluted with 1500 mL ofH?O. The aqueous mixture was extracted15 with ethyl acetate (200 mL x 3) and the combined organic layers were dried over anhydrousmagnesium sulfate, filtered, and concentrated in vacuo. The cmde product was purified byre-crystallization from PE. The solids were collected by filtration to yield 3.5 g (63%) ofmethyl 6-brorno-l-methyl-l H-indole-3-carboxylate A-8b a.s a light yellow solid.

101774-27-0, The synthetic route of 101774-27-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); 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

New learning discoveries about 24985-85-1

24985-85-1, 24985-85-1 Ethyl 5-hydroxyindole-2-carboxylate 90677, aindole-building-block compound, is more and more widely used in various fields.

24985-85-1, Ethyl 5-hydroxyindole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-hydroxyindole-2-carboxylic acid ethyl ester (14.2 g, 68.5 mmol) in DMF (150 mL) was added cesium carbonate (26.8 g, 82.3 mmol). The resulting mixture was stirred at room temperature for 20 min followed by the addition of allyl bromide (5.94 mL, 68.5 mmol). The reaction mixture was stirred at room temperature for 24 h. The reaction was diluted with ethyl acetate, washed with H2O, brine and dried (Na2SO4). The solvent was removed in vacua and the resulting crude product was purified by flash column chromatography on silica gel (0-20% EtOAc/hexanes) to give the desired material as solid (8.9 g, 52%). LC/MS (ES+) m/e 248 [M+H]+.

24985-85-1, 24985-85-1 Ethyl 5-hydroxyindole-2-carboxylate 90677, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; SmithKline Beecham Corporation; US6670388; (2003); B1;,
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

New learning discoveries about 259860-08-7

As the paragraph descriping shows that 259860-08-7 is playing an increasingly important role.

259860-08-7, 6-Bromo-5-fluoro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 6-bromo-5- fluoro-lH-indole (890 mg, 4.16 mmol) in dry THF (15 mL) under N2 at 0C was added NaH (500 mg, 60% wt, 12.5 mmol). The mixture was stirred for 0.5 hr at 20C, followed by addition of 2,4,6- trimethylbenzenesulfonyl chloride (1.09 g, 5.0 mmol) in portions. The resulting mixture was stirred for 0.5 hr at 20C then quenched with water (50 mL) and extracted with EtOAc. The organic layer was separated, washed with brine (100 mL), dried over anhydrous Na2SC>4, and concentrated under reduced pressure. The residue was purified by flash column chromatography to give the desired product (1.5 g, 82% yield) as white solid. LC-MS: m/z 396 (M+H)+., 259860-08-7

As the paragraph descriping shows that 259860-08-7 is playing an increasingly important role.

Reference£º
Patent; SPERO THERAPEUTICS, INC.; ZAHLER, Robert; (262 pag.)WO2016/112088; (2016); 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

New learning discoveries about 914348-94-0

The synthetic route of 914348-94-0 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.914348-94-0,tert-Butyl 3-formyl-5-methyl-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

914348-94-0, General procedure: To the stirred mixture of substituted indole (8(aec), 0.50 g,2.0 mmol) and substituted isoxazole amine (5(aee), 0.35 g,2.0 mmol) in methanol (5.0 ml) was added 4 A molecular sieves(0.50 g) and catalytic amount of acetic acid. The above reactionmixture was allowed to stir for 1 h at room temperature. followedby the portion wise addition of sodium cyanoborohydride (0.32 g,5.0 mmol) was added portionwise at room temperature and thereaction mixture was allowed to stir for 16 h. Solvent was removed under reduced pressure and then diluted with dichloromethane,which was washed with 10% sodium bicarbonate solution. Theobtained DCM layer was dried over sodium sulphate and distilledunder vacuum to obtain crude 9(aeo), which was further purifiedby column chromatography using ethyl acetate and hexane mixture(80:20) to obtain pure compounds in 80% yield.

The synthetic route of 914348-94-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pedada, Srinivasa Rao; Yarla, Nagendra Sastry; Tambade, Pawan J.; Dhananjaya, Bhadrapura Lakkappa; Bishayee, Anupam; Arunasree, Kalle M.; Philip, Gundala Harold; Dharmapuri, Gangappa; Aliev, Gjumrach; Putta, Swathi; Rangaiah, Gururaja; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 289 – 297;,
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

Some tips on 885520-59-2

The synthetic route of 885520-59-2 has been constantly updated, and we look forward to future research findings.

885520-59-2, 6-Bromo-4-fluoro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

885520-59-2, To a solution of 6-bromo-4-fluoro-lH-indole (500 mg, 2.34 mmol), 1-methyl-4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-IH-pyrazole (0.63 g, 3.04 mmol) and K2C03 (0.97g.7.01 mmol) in dioxane/H20 (10.0 mL, 4: 1) was added j1,1?- bis(diphenylphosphino)ferrocenejdichloropalladium(II) (171 mg, 0.24 mmol). The mixture was heated to 120 C for 12 h under a nitrogen atmosphere. After cooling the reaction to room temperature, water (10 mL) was added and the mixture was extracted with EtOAc (10 mL x 3). The combined organic layers were washed with sat. aq. NaHCO3 (10 mL x 3), driedover anhydrous Na2SO4, filtered and concentrated in vacuo. The emde residue was purified by silica gel chromatography (petroleum ether / EtOAc = 3 : 1) to give the title compound (0.33 g, 66%) as a light yellow solid.

The synthetic route of 885520-59-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (2016); 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

Simple exploration of 81224-16-0

81224-16-0 7-Bromo-4-methoxy-1H-indole 3695499, aindole-building-block compound, is more and more widely used in various fields.

81224-16-0, 7-Bromo-4-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

81224-16-0, An oven-dried screw cap test tube was charged with a magnetic stir bar, CuCN (152.4 mg, 0.8mmol), then 34 (6.8 g, Y = 70.1%) in DMF (75 mL) was added into the tube. The reaction mixture wasstirred at 140 C overnight. After cooled down to room temperature, the resulting solution wasfiltered through Celite. The filtrate was diluted with ethyl acetate (100 mL) and washed withsaturated NaHCO3 solution (30 mL), water (30 mL) and brine (30 mL). The organic phase was driedover anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purifiedby silica gel column (petroleum ether/ethyl acetate = 1:1, v/v) to give 35 as a yellow solid (3.4 g, yield %). LC-MS (ESI): m/z [M + 1]+ = 173.10.

81224-16-0 7-Bromo-4-methoxy-1H-indole 3695499, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Meuser, Megan E.; Rashad, Adel A.; Ozorowski, Gabriel; Dick, Alexej; Ward, Andrew B.; Cocklin, Simon; Molecules; vol. 24; 8; (2019);,
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

Some tips on 16732-64-2

16732-64-2, 16732-64-2 4-Bromo-1H-indole-2-carboxylic acid 4042604, aindole-building-block compound, is more and more widely used in various.

16732-64-2, 4-Bromo-1H-indole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate Cl : 4-Bromo-l -methyl- lH-indole-2-carboxylic acidTo a solution of 4-bromo-lH-indole-2-carboxylic acid (514 mg, 2.14 mmol) in DMF (16 mL), dimethyl carbonate (4.5 mL, 53.4 mmol) and DABCO (25 mg, 0.214 mmol) was added, and the solution was heated to 12O0C for 7 hours. The reaction was diluted with EtOAc, and the organics were washed with H2O (2x), IN HCl (Ix), and brine (Ix). The organics were dried over Na2SO4, filtered, concentrated, and the resulting residue was purified on SiO2 (gradient elution, 15-40% EtOAc/hexanes) to yield the intermediate ester as a white solid. MeOH (3 mL), H2O (1.5 mL) and LiOH monohydrate (3 eq.) were added to a solution of the ester in THF (3 mL), and left to stir for 16 hours. The reaction mixture was concentrated, and the residue was partitioned between EtOAc and IN HCl, and extracted with EtOAc (2x). The organics were combined, washed with brine (Ix), dried over Na2SO4, filtered, and concentrated to yield the title compound as a white solid. LRMS (M+H)+ Calcd. = 254; found 254.

16732-64-2, 16732-64-2 4-Bromo-1H-indole-2-carboxylic acid 4042604, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; MERCK & CO., INC.; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2008/57209; (2008); 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

Analyzing the synthesis route of 1059630-07-7

1059630-07-7, The synthetic route of 1059630-07-7 has been constantly updated, and we look forward to future research findings.

1059630-07-7, (4aS,9bR)-6-Bromo-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(4aS,9bR)-ethyl 6-bromo-3,4,4a,5-tetrahydro-lH-pyrido[4,3-b]indole- 2(9bH)-carboxylate may be prepared by first obtaining [4aS, 9bR]-6-bromo- 2,3,4,4a,5,9b-hexahydro-17/-pyrido[4,3-h]indole (36.0 g, 0.142mol)) as a free base by using 50% aqueous sodium hydroxide solution and extracting the product into MTBE. The conversion to (4aS,9bR)-ethyl 6-bromo-3,4,4a,5-tetrahydro-lH-pyrido[4,3- b]indole-2(9bH)-carboxylate may then be done by cooling a suspension of [4aS, 9bR]- 6-bromo-2,3,4,4a,5,9b-hexahydro-17/-pyrido[4,3-h]indole (36.0 g, 0.142mol)) in THF (300 ml) and triethylamine (24 ml) in an ice-water bath. Ethyl chloroformate is added dropwise (13.5 ml, O.l42mol) via a syringe pump over 1 hour. The ice-water bath is removed and the reaction mixture is stirred at room temperature for another hour. The reaction mixture is passed through a pad of Celite and the solvent is evaporated to give (4aS,9bR) -ethyl 6-bromo-3,4,4a,5-tetrahydro-lH-pyrido[4,3-b]indole-2(9bH)- carboxylate). 1H NMR (CDCb, 300 MHz): 1.20-1.35 (m,3H), 1.73-1.85 (m, 1H), 1.85-1.99 (m, 1H), 3.22-3.52 (m, 3H), 3.52-3.66 (m, 1H), 3.66-3.95 (Br, 1H), 3.95-4.21 (m, 4H), 6.60 (t, J = 7.7 Hz, 1H), 7.04 (d, J = 7.2 Hz, 1H), 7.20 (d, J = 8.1 Hz, 1H).

1059630-07-7, The synthetic route of 1059630-07-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INTRA-CELLULAR THERAPIES, INC.; LI, Peng; ZHANG, Qiang; (113 pag.)WO2019/241278; (2019); 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

Downstream synthetic route of 6960-46-9

The synthetic route of 6960-46-9 has been constantly updated, and we look forward to future research findings.

6960-46-9,6960-46-9, Ethyl 7-nitro-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 3: Preparation of Compound 3 (7-Nitro-1H-indole-2-carboxylic acid); The compound 2 (13.79 g, 58.88 mmol) was added into a flask (250 mL), ethanol (72.7 mL, 40 C) was added into the flask, and the solution was stirred for 5 min. Then, a solution of KOH formulated with KOH (7.25 g, 189.59 mmol) and water (17.40 g) was added into the solution, and the solution was stirred for 5 min to obtain a clear solution with red oxide color. When the solution was cooled down, a yellow-brown solid was started to precipitate. After the solution was stirred for 3 hr, hot water (295 mL) was added to dissolve the yellow-brown solids to obtain a clear solution with red oxide color. Then, 3 N of HCl was added into the solution, and a breast-yellow solid was precipitated. The solution was kept stirring unitl the precipitation of the yellow solids was stopped, and filtered. The yellow solids were washed by water, dried, and re-crystallized in ethanol to obtain a fiber-shaped light-yellow solid, compound 3 (11.57 g, 96%). mp 269-271 C (lit. 269-272 C); 1H NMR (200 MHz, DMSO-d6) delta7.35 (t, J= 8.0 Hz, 1H, ArH), 7.40 (d, J= 2.0 Hz, 1H, ArH), 8.22 (d, J= 7.8 Hz, 1H, ArH), 8.27 (dd, J= 0.8, 8.0 Hz, 1H, ArH), 11.16 (s, 1H, NH); 13C NMR (50 MHz, acetone-d6) delta109.6, 110.0, 120.6, 122.3, 130.1, 131.3, 131. 8, 134.0, 161.6; MS (EI) m/z 206 (M+, 100%), 188 (M-18, 65%), 142 (M-64, 49%), 114 (M-92, 43%).

The synthetic route of 6960-46-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Purzer Pharmaceutical Co., Ltd.; EP2366687; (2011); A2;,
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

Some tips on 28737-33-9

28737-33-9, The synthetic route of 28737-33-9 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28737-33-9,3-Bromoindole-2-carboxylic Acid,as a common compound, the synthetic route is as follows.

General procedure: To a suspension of 4-methoxyindole-2-carboxylic acid (6, 93.7 mg, 0.49 mmol) in anhydrous dichloromethane (2 mL) was added at room temperature (R)-1-(1-naphthyl)ethylamine (19, 88 mg, 0.52 mmol). The mixture was cooled to 0 C and N-hydroxybenzotriazole (HOBt, 70.3 mg, 0.52 mmol), N-ethyl-N’-(3-dimethylaminopropyl)carbodiimide (EDCI, 80.7 mg, 0.52 mmol) and triethylamine (52.6 mg, 0.52 mmol) were added. The reaction mixture was stirred for 1 h at 0 C and then at room temperature for 5 h. Water was added, the mixture was extracted with dichloromethane, the organic extract was dried over sodium sulfate and the solvent was removed under vacuum. The residue was purified by flash chromatography on silica gel (ethyl acetate/heptane 1:4 then 2:3), providing compound 20 as a white powder (153 mg, 91%);

28737-33-9, The synthetic route of 28737-33-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kiefer, Lionel; Beaumard, Floriane; Gorojankina, Tatiana; Faure, Helene; Ruat, Martial; Dodd, Robert H.; Bioorganic and Medicinal Chemistry; vol. 24; 4; (2016); p. 554 – 569;,
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