methyl 4-amino-1-methyl-1H-pyrazole-5-carboxylate

Base Information

• Chemical Name: methyl 4-amino-1-methyl-1H-pyrazole-5-carboxylate
• CAS No.: 923283-54-9
• Molecular Formula: C6H9N3O2
• Molecular Weight: 155.156
• Hs Code.: 2933199090
• European Community (EC) Number: 840-333-6
• DSSTox Substance ID: DTXSID50405829
• Mol file: 923283-54-9.mol

Synonyms:methyl 4-amino-1-methyl-1H-pyrazole-5-carboxylate;923283-54-9;methyl 4-amino-2-methylpyrazole-3-carboxylate;methyl4-amino-1-methyl-1H-pyrazole-5-carboxylate;MFCD04969992;4-Amino-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester;1H-Pyrazole-5-carboxylic acid, 4-amino-1-methyl-, methyl ester;SCHEMBL1876572;AMY4865;DTXSID50405829;STK301303;AKOS000310173;AS-47539;SY276006;CS-0096248;EN300-204808;F14191;Z1198164939;4-amino-2-methyl-2 h-pyrazole-3-carboxylic acid m ethyl ester

Chemical Property of methyl 4-amino-1-methyl-1H-pyrazole-5-carboxylate

Chemical Property:

• Melting Point: 65-68 °C
• Boiling Point: 288.6±20.0 °C(Predicted)
• PKA: 1.93±0.10(Predicted)
• PSA: 70.14000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 0.37010
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 155.069476538
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

NLT 98% ^*data from raw suppliers

Methyl4-amino-1-methyl-1h-pyrazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=C(C=N1)N)C(=O)OC

Technology Process of methyl 4-amino-1-methyl-1H-pyrazole-5-carboxylate

There total 4 articles about methyl 4-amino-1-methyl-1H-pyrazole-5-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate (309740-49-6) → methyl 4-amino-1-methyl-1H-pyrazole-5-carboxylate (923283-54-9)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 25 ℃; for 16h;

Reference yield: 25.0%

methyl 4-nitro-1H-pyrazole-3-carboxylate (138786-86-4,1345513-95-2) + methyl iodide (74-88-4) → 4-amino-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester (637336-53-9) + methyl 4-amino-1-methyl-1H-pyrazole-5-carboxylate (923283-54-9)

Guidance literature:

methyl 4-nitro-1H-pyrazole-3-carboxylate; methyl iodide; With hydrogen; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

With palladium 10% on activated carbon; hydrogen; In methanol; for 0.5h; under 2844.39 Torr;

Reference yield:

methyl 4-nitro-1H-pyrazole-3-carboxylate (138786-86-4,1345513-95-2) → methyl 4-amino-1-methyl-1H-pyrazole-5-carboxylate (923283-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 4 h / 50 °C

2: palladium on activated charcoal; hydrogen / methanol / 3 h / 25 °C

With palladium on activated charcoal; hydrogen; potassium carbonate; In methanol; acetone;

upstream raw materials:

methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate

methyl 4-nitro-1H-pyrazole-3-carboxylate

4-nitro-2H-pyrazole-3-carboxylic acid methyl ester

methyl iodide

Downstream raw materials:

5,7-dichloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine

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