ChemicalBook--->CAS DataBase List--->95470-42-1

95470-42-1

95470-42-1 Structure

95470-42-1 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

IFLAB-BB F2108-0155(95470-42-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

ETHYL 5-METHYL-1H-IMIDAZOLE-4-CARBOXYLATE

51605-32-4

IFLAB-BB F2108-0155

95470-42-1

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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