6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER

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6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER Basic information
Product Name:6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER
Synonyms:Methyl 6-bromo-1-benzothiophene-2-carboxylate, 6-Bromo-2-(methoxycarbonyl)benzo[b]thiophene;6-BroMo-1-benzothiophene-2-carboxylic Acid Methyl Ester;6-BroMobenzothiophene-2-carboxylic Acid Methyl Ester;Methyl 6-BroMobenzo[b]thiophene-2-carboxy;6-bromo-benzo[b]thiophene-2-carboxyL;Benzo[b]thiophene-2-carboxylic acid, 6-bromo-, methyl ester;Piperazine,1-(3-chlorophenyl)-,hydrochloride(1:4);Methyl 6-Bromobenzothiophene-2-carboxylate
CAS:360576-01-8
MF:C10H7BrO2S
MW:271.13
EINECS:
Product Categories:Others ,Pyridazines
Mol File:360576-01-8.mol
6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER Structure
6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER Chemical Properties
Melting point 117-119°
Boiling point 358.9±22.0 °C(Predicted)
density 1.622±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
form powder
color Off-white
Safety Information
HazardClass IRRITANT
HS Code 2934999090
MSDS Information
6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER Usage And Synthesis
Uses6-Bromobenzo[b]thiophene-2-carboxylic acid methyl ester is used in the synthesis of benzothiophene derivatives as histone deacetylase inhibitors.
Synthesis
Methyl thioglycolate

2365-48-2

4-Bromo-2-fluorobenzaldehyde

57848-46-1

6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER

360576-01-8

GENERAL METHOD: Compound 1a or 1b (9.90 mmol) was dissolved in DMF (20 mL) under stirring conditions, followed by the sequential addition of methyl mercaptoacetate (10.9 mmol) and potassium carbonate (39.6 mmol). The reaction mixture was stirred continuously at 60 °C for 15 hours. After completion of the reaction, the DMF solvent was removed by distillation under reduced pressure. Water (50 mL) was added to the residue, which was then extracted with ethyl acetate (2 x 40 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered, and the solvent was removed by reduced pressure distillation to give the final target product, methyl 6-bromobenzo[b]thiophene-2-carboxylate (2a or 2b).

References[1] European Journal of Medicinal Chemistry, 2017, vol. 125, p. 538 - 550
[2] Patent: WO2012/149413, 2012, A1. Location in patent: Page/Page column 58
[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 1, p. 264 - 281
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 18, p. 7241 - 7257
[5] Patent: JP2015/89879, 2015, A. Location in patent: Paragraph 0016; 0047; 0048
6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER Preparation Products And Raw materials
Raw materialsMethyl thioglycolate-->4-Bromo-2-fluorobenzaldehyde-->N,N-Dimethylformamide-->Potassium carbonate
Preparation Products6-BROMO-BENZO[B]THIOPHENE-->(6-BroMobenzo[b]thiophen-2-yl)Methanol
Tag:6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER(360576-01-8) Related Product Information
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