| Identification | Back Directory | [Name]
1H-Pyrazole-3-carboxylicacid,5-amino-,methylester(9CI) | [CAS]
632365-54-9 | [Synonyms]
MFCD16039361
1H-Pyrazole-3-carboxylicacid,5-am
Methyl 5-AMinopyrazole-3-carboxylate
methyl 5-amino-2H-pyrazole-3-carboxylate
Methyl 3-aMino-1H-pyrazole-5-carboxylate
Ethyl 5-amino-1h-pyrazole-3-carboxylic acid
1H-Pyrazole-3-carboxylicacid,5-amino-,methyles
1H-Pyrazole-3-carboxylicacid,5-amino-,methylester
5-amino-2H-pyrazole-3-carboxylic acid methyl ester
methyl 5-amino-1H-pyrazole-3-carboxylate hydrochloride
1H-Pyrazole-3-carboxylicacid,5-amino-,methylester(9CI)
1H-Pyrazole-3-carboxylicacid,5-amino-,methylester(9CI) USP/EP/BP | [Molecular Formula]
C5H7N3O2 | [MDL Number]
MFCD08063165 | [MOL File]
632365-54-9.mol | [Molecular Weight]
141.13 |
| Chemical Properties | Back Directory | [Melting point ]
135～136℃ | [Boiling point ]
397.8±22.0 °C(Predicted) | [density ]
1.395±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
12.32±0.10(Predicted) | [Appearance]
White to yellow Solid | [InChI]
InChI=1S/C5H7N3O2/c1-10-5(9)3-2-4(6)8-7-3/h2H,1H3,(H3,6,7,8) | [InChIKey]
WUKSVVOCYHTIMV-UHFFFAOYSA-N | [SMILES]
N1C(N)=CC(C(OC)=O)=N1 | [CAS DataBase Reference]
632365-54-9 |
| Questions And Answer | Back Directory | [Uses]
5-Amino-1H-pyrazole-3-carboxylic acid methyl ester is a carboxylic acid ester derivative and an intermediate in the synthesis of a drug for treating cardiovascular diseases. |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of methyl 5-amino-1H-pyrazole-3-carboxylate from methyl 5-nitro-1H-pyrazole-3-carboxylate was as follows: methyl 5-nitro-1H-pyrazole-3-carboxylate (22.35 g, 130.61 mmol) was dissolved in a solvent mixture of 160 mL tetrahydrofuran (THF) and 160 mL glacial acetic acid. Subsequently, 10% palladium-carbon catalyst (Pd-C, 4.36 g) was added and the reaction was stirred at room temperature in a hydrogen atmosphere for 6 days. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the solvent was evaporated under reduced pressure. The crude product was dissolved in 800 mL of dichloromethane, 200 g of sodium bicarbonate was added, filtered and the solvent was again evaporated under reduced pressure. This operation was repeated until there was no acetic acid odor. Methyl 5-amino-1H-pyrazole-3-carboxylate was finally obtained in high yield (16.91 g, 91.7% yield). | [References]
[1] Patent: US2008/32998, 2008, A1. Location in patent: Page/Page column 20
[2] Patent: WO2011/15343, 2011, A1. Location in patent: Page/Page column 41
[3] Patent: WO2008/63671, 2008, A2. Location in patent: Page/Page column 165
[4] Patent: WO2003/101993, 2003, A1. Location in patent: Page 34-35
[5] Patent: WO2015/95767, 2015, A1. Location in patent: Page/Page column 305 |
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