1H-Pyrazole-3-carboxylicacid,4-amino-1-methyl-,methylester(9CI) Chemical Properties

Melting point:

99-104 °C(Solv: cyclohexane (110-82-7))

Boiling point:

288.6±20.0 °C(Predicted)

Density 

1.35±0.1 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

1.28±0.10(Predicted)

Appearance

Off-white to light brown Solid

InChI

InChI=1S/C6H9N3O2/c1-9-3-4(7)5(8-9)6(10)11-2/h3H,7H2,1-2H3

InChIKey

UBOGPSNFKMAOPP-UHFFFAOYSA-N

SMILES

N1(C)C=C(N)C(C(OC)=O)=N1

Safety Information

HS Code 

2933199090

1H-Pyrazole-3-carboxylicacid,4-amino-1-methyl-,methylester(9CI) Usage And Synthesis

Synthesis

General procedure for the synthesis of methyl 1-methyl-4-aminopyrazole-3-carboxylate from ethyl 1-methyl-4-nitropyrazole-3-carboxylate: a mixture of methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate (500 mg, 2.7 mmol) and 10% palladium carbon (50 mg) in methanol (25 mL) was placed in a Parr reactor at 60 psi of hydrogen pressure for 24 hours. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and washed with methanol. The filtrate was concentrated under reduced pressure to afford methyl 1-methyl-4-amino-1H-pyrazole-3-carboxylate (402 mg, 96% yield) as an off-white solid.

References

[1] Patent: US2004/14766, 2004, A1
[2] Patent: WO2003/106459, 2003, A1. Location in patent: Page 162
[3] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 10, p. 979 - 984
[4] Patent: US2010/63106, 2010, A1. Location in patent: Page/Page column 11
[5] Patent: WO2017/15449, 2017, A1. Location in patent: Page/Page column 157

1H-Pyrazole-3-carboxylicacid,4-amino-1-methyl-,methylester(9CI)(637336-53-9)Related Product Information

• Methyl4-amino-2-methylbenzoate
• Methyl 4-amino-3-methoxybenzoate
• Methyl-4-amino-3-bromo-5-methylbenzoate
• Methyl 4-amino-2-methoxybenzoate
• Methyl 4-amino-3-bromo-5-fluorobenzoate
• Methyl 4-amino-2-chlorobenzoate
• Methyl-4-amino-3-fluorobenzoate
• METHYL 4-AMINOSALICYLATE
• Methyl 4-amino-3-methylbenzoate
• Methyl 4-amino-3-bromobenzoate