| Identification | Back Directory | [Name]
1H-Imidazole-4-carboxylicacid,2-amino-,ethylester(9CI) | [CAS]
149520-94-5 | [Synonyms]
2-amino-1H-imidazoL
Ethyl 2-AMinoiMidazole-5-carboxylate
Ethyl 2-aMino-1h-iMidazole-4-carboxylate
ETHYL 2-AMINO-1H-IMIDAZOLE-(4)5-CARBOXYLATE
Ethyl 2-amino-1H-imidazole-5-carboxylate 97+%
1H-IMidazole-4-carboxylicacid,2-aMino-,ethylester
2-amino-1H-Imidazole-5-carboxylic acid ethyl ester
1H-IMidazole-5-carboxylic acid, 2-aMino-, ethyl ester
1H-Imidazole-4-carboxylicacid,2-amino-,ethylester(9CI)
ethyl 2-amino-1H-imidazole-5-carboxylate(SALTDATA: FREE) | [Molecular Formula]
C6H9N3O2 | [MDL Number]
MFCD09864446 | [MOL File]
149520-94-5.mol | [Molecular Weight]
155.15 |
| Chemical Properties | Back Directory | [Boiling point ]
363.6±34.0 °C(Predicted) | [density ]
1.318±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
powder | [pka]
12.21±0.10(Predicted) | [color ]
Pale reddish yellow | [InChI]
InChI=1S/C6H9N3O2/c1-2-11-5(10)4-3-8-6(7)9-4/h3H,2H2,1H3,(H3,7,8,9) | [InChIKey]
NGJGNTZJCFFZLK-UHFFFAOYSA-N | [SMILES]
C1(N)NC(C(OCC)=O)=CN=1 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of ethyl 2-amino-1H-imidazole-5-carboxylate from 2-aminopyrimidine and ethyl 3-bromopyruvate was as follows: to an ethanol solution (20 mL) containing ethyl imidazo[1,2-a]pyrimidine-2-carboxylate and ethyl imidazo[1,2-a]pyrimidine-3-carboxylate (500 mg, 2.62 mmol, 1.0 eq.), hydrazine hydrate ( 180 mg, 2.88 mmol, 1.1 equiv). The reaction mixture was heated and reacted at 75 °C overnight. After completion of the reaction, the reaction mixture was concentrated and the resulting residue was purified by silica gel column chromatography (eluent ratio dichloromethane/methanol = 20/1, v/v) to give ethyl 2-amino-1H-imidazole-4-carboxylate (220 mg, 54% yield) as a yellow solid. | [References]
[1] Journal of Medicinal Chemistry, 2010, vol. 53, # 15, p. 5620 - 5628
[2] Patent: WO2018/11628, 2018, A1. Location in patent: Paragraph 00267 |
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