Category: 16732-69-7

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16732-69-7,Ethyl 7-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: A mixture of lactam(1.0 eq),bromide(2.0 eq),Cul(0.5 eq),(trans)-1,2-N,Ndimethylaminocyclohexane(1.0 eq),and K2C03(2.5 eq) in toluene(1 mL) was sparged withArgas for 5 min. The reaction mixture was sealed and heated to 110 C for 18 h. Same workup and purification protocols described in general coupling procedure A were followed toobtaine a desire product., 16732-69-7

16732-69-7 Ethyl 7-bromo-1H-indole-2-carboxylate 7017885, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; VANDERBILT UNIVERSITY; LEE, Taekyu; TARR, James, C.; JEON, Kyuok; SALOVICH, James, M.; SHAW, Subrata; VEERASAMY, Nagarathanam; KIM, Kwangho; CHRISTOV, Plamen, P.; OLEJNICZAK, Edward, T.; ZHAO, Bin; FESIK, Stephen, W.; BIAN, Zhiguo; (526 pag.)WO2017/152076; (2017); 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

16732-69-7, Ethyl 7-bromo-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 S-Benzoyl^-bromo-lH-indole^-carboxylic acid ethyl ester To a solution of 7-bromo-lH-indole-2-carboxylic acid ethyl ester (2.04 g, 7.6 mmol) in 1,2- dichloroethane (60 ml) were added AICI3 (2.0 g, 15.0 mmol) and benzoic anhydride (3.45 g, 15.2 mmol). After heating at 9O0C for 2 hours, the reaction mixture was poured into a mixture OfEtOAcZH2O. The organic fraction was separated and washed with water and brine. After drying over MgSO4, the organic fraction was concentrated in vacuo and the resulting residue was purified by flash chromatography to give b-Benzoyl-7-bromo-lH- indole -2 -carboxylic acid ethyl ester as yellow solid (-100%). MS: (M+H)+ 374.1.

16732-69-7, As the paragraph descriping shows that 16732-69-7 is playing an increasingly important role.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/55808; (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.16732-69-7,Ethyl 7-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

a (R)-7-Bromo-1-(2-tert-butoxycarbonylamino-1-methyl-ethyl)-1H-indole-2-carboxylic acid ethyl ester The title compound was produced in accordance with the general method of example 12b) from 7-bromo-1H-indole-2-carboxylic acid ethyl ester and (S)-5-methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester. Yellow oil. ISP-MS: m/e=425.3 and 427.3 (M+H+).

16732-69-7, 16732-69-7 Ethyl 7-bromo-1H-indole-2-carboxylate 7017885, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Bentley, Jonathan M.; Hebeisen, Paul; Muller, Marc; Richter, Hans; Roever, Stephan; US2002/35110; (2002); 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

16732-69-7, Ethyl 7-bromo-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

c (R)-7-Bromo-1-(2-tert-butoxycarbonylamino-1-methyl-ethyl)-1H-indole-2-carboxylic acid ethyl ester A solution of 8.1 g (30.1 mmol) 7-bromo-1H-indole-2-carboxylic acid ethyl ester in 120 ml N,N-dimethylformamide was cooled to 0 C. and 3.55 g (31.6 mmol) potassium tert-butoxide was added. After 30 min., 7.86 g (33.1 mmol) (S)-5-methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester were added and the cooling bath was removed. After 20 h the reaction mixture was poured on 10% aqueous citric acid solution and ethyl acetate. The organic layer was dried over magnesium sulfate, filtered and evaporated. The resulting yellow oil was chromatographed on silica gel (0.032-0.063 mm) with tert-butyl methyl ether: n-hexane (1:8) as eluant to give the desired compound as a yellow oil. ISP-MS: m/e=427.3 ([M+H+])., 16732-69-7

The synthetic route of 16732-69-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Hebeisen, Paul; Mattei, Patrizio; Muller, Marc; Richter, Hans; Roever, Stephan; Taylor, Sven; US2002/169163; (2002); 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.16732-69-7,Ethyl 7-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.,16732-69-7

o a solution of ethyl 7-bromo-lH-indole-2-carboxylate (1.11 g, 3.73 mmol, available from, for example, Chem-Impex International Inc.) in DMF (15 mL) was added potassium carbonate (2.06 g, 14.92 mmol) followed by bromoethane (1.4 mL, 18.76 mmol). The reaction mixture was heated at 60 C for 1.5 h then concentrated under reduced pressure. To the crude product was added LiOH (0.844 g, 35.2 mmol) followed by THF (20 mL), water (20 mL) and MeOH (5 mL). The resulting mixture was stirred under nitrogen at rt for 16 hr then concentrated under reduced pressure. 2N HCl (aq) was added to the reaction mixture and the resulting solid filtered under reduced pressure then washed with 2N HCl then water and dried under reduced pressure to give the title compound as a white solid (905 mg, 90%). LCMS (formic) MH+ = 267.3/270.1, Rt = 1.13min

As the paragraph descriping shows that 16732-69-7 is playing an increasingly important role.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AMANS, Dominique; ATKINSON, Stephen, John; BARKER, Michael, David; CAMPBELL, Matthew; DIALLO, Hawa; DOUAULT, Clement; GARTON, Neil, Stuart; LIDDLE, John; RENAUX, Jessica, Fanny; SHEPPARD, Robert, John; WALKER, Ann, Louise; WELLAWAY, Christopher, Roland; WILSON, David, Matthew; (284 pag.)WO2016/185279; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16732-69-7,Ethyl 7-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE XVIII 7-bromo-1-methyl-1H-indole-2-carboxylic acid 7.37 g ethyl 7-bromo-1H-indole-2-carboxylate are dissolved in 50 ml N,N-dimethylformamide, cooled to 0 C. and combined with 1.16 g sodium hydride (60% in mineral oil). The mixture is stirred for 20 minutes and then 1.78 ml methyl iodide are added dropwise. Then the mixture is allowed to come up to ambient temperature and stirred for 12 hours. Then 80 ml of methanol and 27.5 ml 2 N sodium hydroxide solution are added and the mixture is stirred for 3 hours at ambient temperature. The methanol is eliminated in vacuo, the residue is mixed with water and the precipitate is suction filtered. The filtrate is washed twice with ethyl acetate and the aqueous phase is combined with sufficient 2 N hydrochloric acid to give a pH of 2. The precipitated solid is suction filtered, washed with water and dried. Yield: 4.26 g (61% of theory) Mass spectrum (ESI-): m/z=252 [M-H]-

16732-69-7, The synthetic route of 16732-69-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/269737; (2011); 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

16732-69-7, Ethyl 7-bromo-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The mixture of ethyl 7-bromo-1H-indole-2-carboxylate (536 mg, 2 mmol), (4- fluorophenyl)boronic acid (420 mg, 3 mmol) in a mixture of toluene, ethanol and sat. NaHCO3 solution (10/4/4 mL) was degassed and Pd(PPh3)4 (100 mg, 0.09 mmol) was added. The reaction mixture was heated at 100 oC overnight and extracted with EtOAc, then washed with brine and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel to give the desired product (320 mg, 57% yield) as an off-white powder. 1H NMR (300 MHz, CDCl3) delta 8.89 (br, 1H), 7.69 (d, J = 8.4 Hz, 1H), 7.60 (m, 1H), 7.58 (m, 1H), 7.23 (m, 5H), 4.40 (q, J = 6.9 Hz, 2H), 1.41 (t, J = 6.9 Hz, 3H).

16732-69-7, As the paragraph descriping shows that 16732-69-7 is playing an increasingly important role.

Reference：
Patent; LAVOIE, Edmond J.; PARHI, Ajit; YUAN, Yi; ZHANG, Yongzheng; SUN, Yangsheng; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; TAXIS PHARMACEUTICALS, INC.; (251 pag.)WO2018/165611; (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

16732-69-7, Ethyl 7-bromo-1H-indole-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 ethyl 7-bromo-1H-indole-2-carboxylate (100 mg, 0.37 mmol) in dioxane (3 mL) and H20 (0.5 mL) were added 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)-1H-pyrazole (93 mg, 0.45 mmol), K3P04 (198 mg, 0.93 mmol) andXPhos- G2-Pd-preCat (14.7 mg, 0.0 19 mmol) at rt. The reaction was stirred under N2 at100 C for 1 h. The reaction was cooled to rt. The solvent was removed. Purification by normal phase chromatography provided Intermediate 136 (94 mg, 94%) as a white solid. ?H NMR (400MHz, CDC13) oe 8.92 (br. s., 1H), 7.82 (s, 1H), 7.69 (s, 1H), 7.61 (d, J=7.9 Hz, 1H), 7.31 (dd,J=7.3, 1.1 Hz, 1H), 7.27 (d,J2.2 Hz, 1H), 7.18 (dd,J7.9, 7.3 Hz,1H), 4.41 (q, J=7.2 Hz, 2H), 4.03 (s, 3H), 1.42 (t, J=7.2 Hz, 3H). LC-MS(ESI) m/z: 270.1 [M+H].

16732-69-7, 16732-69-7 Ethyl 7-bromo-1H-indole-2-carboxylate 7017885, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; LADZIATA, Vladimir; GLUNZ, Peter W.; HU, Zilun; WANG, Yufeng; (0 pag.)WO2016/10950; (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

16732-69-7, Ethyl 7-bromo-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

i) Preparation of ethyl 7-cyclopropyl- 1 H-indole-2-carboxylate (1220) [00217] A mixture of ethyl 7-bromo-1 H-indole-2-carboxylate (300 mg, 1 .12 mmol), cyclopropylboronic acid (192.23 mg, 2.24 mmol), 2M Na2C03 (2.8 ml) and Pd(dppf)CI2 (40.94 mg, 0.06 mmol) in dioxane (9.7 mL) was purged with argon then subjected to microwave irradiation at 100 C for 2 h. The resulting mixture was filtered over celite, rinsing with EtOAc and water. The filtrate was partitioned between EtOAc and 1 M HCI. The aqueous phase was extracted with EtOAc and the combined organic extracts washed with brine, dried over Na2S04, filtered and concentrated under reduced pressure. The residue was taken up in DCM, adsorbed onto silica and purified by flash chromatography (Telos 12 g, EtOAc in heptane, 0- 15%) to give the title compound contaminated with an unknown related impurity. The material was used in the next step without further purification. ii) Preparation of ethyl 7-cyclopropyl-3-iodo- 1 H-indole-2-carboxylate

16732-69-7, The synthetic route of 16732-69-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; BREM, Juergen; RYDZIK, Anna M.; MCDONOUGH, Michael A.; SCHOFIELD, Christopher J.; MORRISON, Angus; HEWITT, Joanne; PANNIFER, Andrew; JONES, Philip; (171 pag.)WO2017/93727; (2017); 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