| Identification | Back Directory | [Name]
IFLAB-BB F2108-0155 | [CAS]
95470-42-1 | [Synonyms]
IFLAB-BB F2108-0155 ethyl 2-broMo-5-Methyl-1H-iMidazole-4-carboxylate Ethyl 2-broMo-5-Methyl-4H-iMidazole-4-carboxylate Ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate 2-BROMO-5-METHYL-3H-IMIDAZOLE-4-CARBOXYLIC ACID ETHYL ESTER 2-BROMO-5-METHYL-1H-IMIDAZOLE-4-CARBOXYLIC ACID ETHYL ESTER 2-Bromo-5-methyl-4H-imidazole-4-carboxylic acid ethyl ester 1H-Imidazole-5-carboxylic acid,2-bromo-4-methyl-,ethyl ester 1H-Imidazole-4-carboxylic acid, 2-bromo-5-methyl-, ethyl ester | [Molecular Formula]
C7H9BrN2O2 | [MDL Number]
MFCD09033863 | [MOL File]
95470-42-1.mol | [Molecular Weight]
233.06 |
| Chemical Properties | Back Directory | [Melting point ]
152-153 °C | [Boiling point ]
347.4±34.0 °C(Predicted) | [density ]
1.576±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
8.81±0.10(Predicted) | [Appearance]
Colorless to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
General procedure: The synthesis of ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate (EV-AT8648-001) from ethyl 4-methyl-5-imidazolecarboxylate was performed as follows:
Step 1: To a stirred solution of ethyl 4-methyl-1H-imidazole-5-carboxylate (CAS 51605-32-4, 500 mg, 3.24 mmol) in a mixture of acetonitrile (10 mL) and chloroform (10 mL), N-bromosuccinimide (577 mg, 3.24 mmol) was added. The reaction was carried out under nitrogen protection with stirring at room temperature for 18 hours. Upon completion of the reaction, the reaction mixture was concentrated and the residue was purified by fast column chromatography (eluent: 10-100% ethyl acetate/heptane gradient) to afford 560 mg (73% yield) of the target product, ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate (EV-AT8648-001), as an off-white solid.
LCMS analysis (Method D): retention time 0.87 min, mass spectrum m/z = 233/235 ([M+H]+). | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 12, p. 3669 - 3674 [2] Patent: WO2017/147102, 2017, A1. Location in patent: Paragraph 00167-00168 [3] Patent: WO2008/111794, 2008, A1. Location in patent: Page/Page column 27 [4] Patent: US2009/156615, 2009, A1. Location in patent: Page/Page column 19 [5] Patent: US2015/284358, 2015, A1. Location in patent: Paragraph 0126; 0127; 0128 |
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| Company Name: |
Cool Pharm, Ltd
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| Tel: |
021-60455363 18019463053 |
| Website: |
www.coolpharm.com |
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