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ChemicalBook CAS DataBase List 1H-INDOLE-3-CARBOXYLIC ACID,6-BROMO-,METHYL ESTER
868656-97-7

1H-INDOLE-3-CARBOXYLIC ACID,6-BROMO-,METHYL ESTER synthesis

9synthesis methods
6-Bromoindole-3-carboxylic acid

101774-27-0

(TRIMETHYLSILYL)DIAZOMETHANE

18107-18-1

1H-INDOLE-3-CARBOXYLIC ACID,6-BROMO-,METHYL ESTER

868656-97-7

Intermediate Preparation: methyl 6-bromo-1H-indole-3-carboxylate; (Trimethylsilyl)diazomethane (2.0 M hexane solution, ca. 9 mL) was added dropwise to a solution of 6-bromo-1H-indole-3-carboxylic acid (960 mg, 4.00 mmol) in methanol (9.5 mL) at room temperature, with the dropwise addition time being controlled to be within 2 minutes. After the reaction mixture took on a yellow color, it was concentrated under reduced pressure. The concentrated residue was redissolved in methanol and concentrated again under reduced pressure. This dissolution-concentration process was repeated several times to give the title compound methyl 6-bromo-1H-indole-3-carboxylate as a solid product in 100% yield.ES/MS m/e: 256.0 (M+2).

-

Yield:868656-97-7 330 mg

Reaction Conditions:

in methanol;diethyl ether at 23; for 0.383333 h;Inert atmosphere;

References:

Gao, Yang;Osman, Sami;Koide, Kazunori [ACS Medicinal Chemistry Letters,2014,vol. 5,# 8,p. 863 - 867] Location in patent:supporting information

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