ChemicalBook--->CAS DataBase List--->92406-53-6

92406-53-6

92406-53-6 Structure

92406-53-6 Structure
IdentificationBack Directory
[Name]

methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate
[CAS]

92406-53-6
[Synonyms]

Methyl 5-Amino-1-methylpyrazole-3-carboxylate
methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate
Methyl 5-amino-1-methylpyrazole-3-carboxylic acid
5-Amino-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester
1H-Pyrazole-3-carboxylic acid, 5-amino-1-methyl-, methyl ester
[Molecular Formula]

C6H9N3O2
[MDL Number]

MFCD10697500
[MOL File]

92406-53-6.mol
[Molecular Weight]

155.15
Chemical PropertiesBack Directory
[Melting point ]

101-102 °C
[Boiling point ]

326.2±22.0 °C(Predicted)
[density ]

1.35±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[pka]

1.74±0.10(Predicted)
[Appearance]

Off-white to pink Solid
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H315-H319
[Precautionary statements ]

P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P405
Spectrum DetailBack Directory
[Spectrum Detail]

methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate(92406-53-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

1H-Pyrazole-3-carboxylicacid,1-methyl-5-nitro-,methylester

796038-07-8

methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate

92406-53-6

General procedure for the synthesis of methyl 5-amino-1-methylpyrazole-3-carboxylate from methyl 1-methyl-5-nitro-1H-pyrazole-3-carboxylate: Methyl 1-methyl-5-nitro-1H-pyrazole-3-carboxylate (136 mg, 0.74 mmol) obtained in Preparation Example 21 was dissolved in 2 mL of methanol, and 14 mg of 10% palladium/charcoal catalyst was slowly added dropwise. The reaction was stirred at room temperature for 1 hour under hydrogen pressure of 50 atm. Upon completion of the reaction, the reaction mixture was filtered through a pad of diatomaceous earth to remove the catalyst and the filtrate was concentrated under reduced pressure to afford 94 mg (82% yield) of the target compound, methyl 5-amino-1-methylpyrazole-3-carboxylate. The product was characterized by 1H NMR (300 MHz, CDCl3): δ 6.12 (s, 1H, pyrazole ring H), 3.99 (s, 3H, OCH3), 3.84 (s, 3H, N-CH3), 3.72 (brs, 2H, NH2).

[References]

[1] Patent: US2010/63106, 2010, A1. Location in patent: Page/Page column 13
[2] Patent: WO2008/51047, 2008, A1. Location in patent: Page/Page column 34
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