Month: September 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103858-52-2,Ethyl 4-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

Ethyl 4-bromo-1H-indole-2-carboxylate 9 (268.11 mg, 1.00 mmol, 1.0 eq), (2-ethylphenyl)boronic acid (224.97 mg, 1.50 mmol, 1.5 eq), Pd(PPh3)4 (57.79 mg, 0.05 mmol, 0.05 eq) and Na2CO3 (211.98 mg, 2.00 mmol, 2.0 eq) were dissolved in 15 mL of toluene, EtOH and H2O (10:3:2, v/v/v). The reaction mixture was purged with N2 and heated to reflux overnight. The reaction mixture was then filtered through Celite, washed with 20 mL H2O, dried with MgSO4, and purified by column chromatography (EtOAc:Heptane = 1:10, v/v) to afford ethyl 4-(2-ethylphenyl)-1H-indole-2-carboxylate 15. Yield: 92.9%. 1H NMR (400 MHz, Methanol-d4) delta 7.35 (d, J = 8.3 Hz, 1H), 7.29 – 7.18 (m, 3H), 7.17 – 7.07 (m, 2H), 6.84 (d, J = 6.8 Hz, 1H), 6.63 (s, 1H), 4.24 (q, J = 7.1 Hz, 2H), 2.39 (s, 2H), 1.26 (t, J = 7.1 Hz, 3H), 0.86 (t, J = 7.5 Hz, 3H).13C NMR (151 MHz, Methanol-d4) delta 162.0, 142.0, 139.5, 137.5, 135.8, 129.7, 128.2, 127.4, 127.3, 127.0, 125.0, 124.3, 120.4, 110.7, 107.2, 60.4, 26.0, 14.8, 13.2., 103858-52-2

Big data shows that 103858-52-2 is playing an increasingly important role.

Reference£º
Article; Clausen, Rasmus P.; Hansen, Kasper B.; Rouzbeh, Nirvan; Zhao, Fabao; Tetrahedron Letters; (2020);,
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.245-08-9,5H-Pyrido[3,2-b]indole,as a common compound, the synthetic route is as follows.,245-08-9

General procedure: To a solution of 8 (100 mg) in dried 1, 2-dimethoxyethane (5 ml), NaH (20 mg, 0.83 mmol) and then 9 (636 mg, 2.27 mmol) were added. The reaction was stirred at rt for 12 h, solvent was removed under reduced pressure and the residue partitioned between H2O (10 ml) and EtOAc (2 ¡Á 30 ml). The pooled organic phase was washed with brine, dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure. The crude product was purified by column chromatography (hexane: EtOAc 4:1).

The synthetic route of 245-08-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Mazu, Tryphon K.; Etukala, Jagan R.; Jacob, Melissa R.; Khan, Shabana I.; Walker, Larry A.; Ablordeppey, Seth Y.; European Journal of Medicinal Chemistry; vol. 46; 6; (2011); p. 2378 – 2385;,
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.15861-36-6,6-Cyanoindole,as a common compound, the synthetic route is as follows.

Description for D13; 3-Formyl-1H-indole-6-carbonitrile (D13); DMF (0.389 mL) was added dropwise to a solution of oxalyl chloride (0.440 mL) in dry dichloromethane (5 mL) at 0 C. The resulting solution was stirred at 0 C. for 10 min. A solution of 1H-indole-6-carbonitrile (D12) (0.650 g) in dry dichloromethane (5 mL) was added to the reaction mixture. The reaction mixture was warmed to RT and stirred at that temperature for 45 min. The solvent was evaporated. THF (50 mL) was added, followed by addition of aqueous NaOH (2 M, 50 mL) and water (200 mL). The biphasic mixture was allowed to stand for 10 min. EtOAc (300 mL) and water (100 mL) was added. The organic fraction was separated and was dried over anhydrous magnesium sulfate. The dried solution was concentrated to afford 3-formyl-1H-indole-6-carbonitrile (D13) as a orange solid (604 mg). deltaH (DMSO-d6, 400 MHz): 7.59 (1H, dd), 8.05 (1H, d), 8.24 (1H, m), 8.56 (1H, s), 10.00 (1H, s), 12.62 (1H, br s). MS (ES): C10H6N2O requires 170. found 169.0 (M-H+).

15861-36-6, As the paragraph descriping shows that 15861-36-6 is playing an increasingly important role.

Reference£º
Patent; Castro Pineiro, Jose Luis; Lin, Xichen; Liu, Qian; Meng, Kevin; Ren, Feng; Vesey, David R.; Zhao, Baowei; US2010/29729; (2010); 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

868656-97-7, Methyl 6-bromo-1H-indole-3-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

868656-97-7, Preparation 40 6-(4-Hydroxy-2-methyl-phenyl)-lH-indole-3-carboxylic acid methyl esterA mixture of 3-methyl-4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenol (213 mg, 0.910 mmol), -bromo-lH-indole-S-carboxylic acid methyl ester (193 mg, 0.759 mmol), tetrakis(triphenylphosphine)palladium(0) (57 mg, 0.046 mmol), DMF (2.7 mL), ethanol (1.34 mL) and 2M aqueous potassium carbonate (1.34 mL) is heated to 100 0C for 60 hours. The reaction is cooled to room temperature, diluted with water and acidified with 1 N HCl. The resulting solution is extracted with ethyl acetate. The combined organic layers are dried over anhydrous magnesium sulfate and concentrated. The residue is purified with flash chromatography eluting with 25to 40 % ethyl acetate/heptane to give the title compound (134 mg, 63%). ES/MS m/e 280.3 (M-I).

As the paragraph descriping shows that 868656-97-7 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2007/140183; (2007); 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

51417-51-7, 7-Bromoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

51417-51-7, 7-Bromo-1H-indole (196 mg, 1.0 mmol, 1.0 equiv), NaOH (224 mg, 5.6 mmol, 5.6 equiv) and CH3I (284 mg, 2.0 mmol, 2.0 equiv) were stirred in THF (12.5 mL) at rt for 4 h. Work-up by filtration of salts and extraction (Et2O/H2O). Purification through a column chromatography [Rf=0.8 (10% ethyl acetate in hexane)] to afford 15 as a white solid (176 mg, 84%), mp: 52-54 C; IR (KBr): 3101, 3061, 2949, 2919, 1607, 1557, 1487, 1445, 1381, 1297, 1103, 918, 781, 711, 577 cm-1; 1H NMR (600 MHz, CDCl3): delta 7.54 (d, J=7.8 Hz, 1H), 7.35 (d, J=7.2 Hz, 1H), 7.00 (d, J=3.0 Hz, 1H), 6.92 (t, J=7.8 Hz, 1H), 6.47 (d, J=3.0 Hz, 1H), 4.17 (s, 3H); 13C NMR (150 MHz, CDCl3): delta 133.1, 131.7, 131.7, 126.5, 120.5, 120.3, 103.9, 101.2, 36.8; HRMS [(EI), M+]: 208.9839 (calcd for C9H8BrN 208.9840).

The synthetic route of 51417-51-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Fan-Chiang, Tai-Ting; Wang, Hung-Kai; Hsieh, Jen-Chieh; Tetrahedron; vol. 72; 36; (2016); p. 5640 – 5645;,
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

10406-05-0, 5-Chloro-1H-indole-3-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

110 ml of a solution containing 10 g of 5-chloro-1H-indole-3-carboxylic acid (commercial) in DMF is added dropwise to a mixture of 4.50 g of NaH (60% in oil) in 400 ml of DMF at -10 C. After it returns to RT, it is stirred for 1 hour. The reaction mixture is cooled to -20 C. 4.86 ml of methyl bromoacetate is added dropwise, it is returned to RT for a period of 5 hours and is stirred for 15 hours. The reaction mixture is added to 1 L of EtOAc/1N HCl mixture, the organic phase is collected and the aqueous phase is extracted with EtOAc. The organic phases are combined, washed with water and with brine, then dried over Na2SO4 and evaporated to dryness. 8.9 g of the expected compound is obtained in the form of a white powder.1H NMR: DMSO-d6 (250 MHz): delta (ppm): 3.70 (3H, s); 7.26 (1H, d); 7.57 (1H, d); 7.98 (1H, s); 8.12 (1H, s); 12.3 (1H, br).

10406-05-0, The synthetic route of 10406-05-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI; US2012/277205; (2012); 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

256935-86-1, 6-Chloro-1H-indole-5-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-chloroindole-5-carboxylic acid (3.9 g, 19.8 mmol) and 4-fluorobenzyl-trans-2,5-dimethyl piperazine (4.4 g, 19.8 mmol) in THF was added TBTU (6.4 g, 19.8 mmol), followed by triethylamine (6.1 g, 60 mmol). The reaction mixture was stirred overnight at RT. and then poured into ice water. The mixture was extracted with dichloromethane. The combined organic layer was washed with brine, dried and concentrated. The residue was purified by chromatography on silica gel eluting with EtOAc:hexane(2:3) to give 6.1 g (77%) of the desired product as a white solid. M+H+(400)., 256935-86-1

The synthetic route of 256935-86-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chakravarty, Sarvajit; Dugar, Sundeep; Lu, Qing; Luedtke, Gregory R.; Mavunkel, Babu J.; Perumattam, John J.; Tester, Richland W.; US2004/142940; (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

221352-46-1, 2-(tert-Butoxycarbonyl)isoindoline-1-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1. Pyrrolidine (55 mg, 0.7 mmol) was added to a solution of Boc(R,S)-1,3-dihydro-2H-isoindole carboxylic acid (150 mg, 0.55 mmole), diisopropylethyl amine (0.5 ml, 2.8 mmol), and HATU (240 mg, 0.6 mmol) in 5 mL of DMF under a nitrogen atmosphere. The reaction was allowed to stir at room temperature for 12 hours. Saturated NaHCO3 (15 mL) was added to the reaction mixture to quench the reaction. EtOAc (2 x 50 mL) was then EPO added to extract the aqueous solution. Dry EtOAc layer over Na2SO4. The Na2SO4 was filtered off and the filtrated was evaporated to give a brown oil residue. This compound (tert-butyl 1-(pyrrolidine-1-carbonyl)isoindoline-2-carboxylate) was used for the next step reaction without further purification.

221352-46-1, As the paragraph descriping shows that 221352-46-1 is playing an increasingly important role.

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2008/53319; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.83683-82-3,4-Nitro-7-azaindole,as a common compound, the synthetic route is as follows.

83683-82-3, To a suspension of Int-20 (16.2 g, 100 mmol) in TFA (150 mL) was added Et3SiH (30.2 g, 260 mmol). The resulting mixture was stirred at 50 C for 1 hour. The solvent was removed under reduced pressure and the residue was dissolved in DCM (100 mL). Sat. NaHC03 (aq) was added cautiously to adjust to neutral pH. The organic phase was collected and concentrated to dryness. The residue was trituated with petroleum ether (25 mL) to afford Int-21 (16 g, yield: 97%).1H NMR (400 MHz, CDC13) delta 7.47 (d, J= 8.3 Hz, 1H), 7.13 (t, J= 8.0 Hz, 1H), 6.82 (d, J = 7.7 Hz, 1H), 4.05 (s, 1H), 3.68 (t, J= 8.5 Hz, 2H), 3.54 (t, J= 8.4 Hz, 2H).

The synthetic route of 83683-82-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASCEPION PHARMACEUTICALS, INC.; JIANG, Shan; GAO, Xiaoyong; WANG, Qishan; WO2012/28106; (2012); 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.1015460-59-9,7-Bromo-5H-pyrido[4,3-b]indole,as a common compound, the synthetic route is as follows.

Compound P (500 mg, 2.02 mmol), compound Q (655 mg, 2.23 mmol), NaHC03 (510 mg, 6.06 mmol), and Pd(dppf)2Cl2 (70 mg) in MeCN and H20 (4:1, 10 mL) were stirred at 90 C for 30 min. The reaction mixture was cooled to r.t., diluted with H20 (50 mL), and extracted with DCM (3 x 100 mL). The organics were combined and concentrated in vacuo. The resulting solid was washed with cold DCM (3 mL) to afford compound R as a white powder, which was used without further purification (340 mg, 1.02 mmol, 51 %). MS (ESI) m/z 334 (M+H)+, 1015460-59-9

1015460-59-9 7-Bromo-5H-pyrido[4,3-b]indole 71079324, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION D/B/A MASSACHUSETTS GENERAL HOSPITAL; GRAY, Nathanael S.; HAGGARTY, Stephen J.; CAI, Quan; TELO BAPTISTA LIMA DA SILVA, Maria Catarina; ZHANG, Tinghu; FERGUSON, Fleur M.; (220 pag.)WO2019/14429; (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