| Identification | Back 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 Properties | Back 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 |  
 | Hazard Information | Back Directory |  [Synthesis]
 
 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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