5-methyl-1H-pyrazole-3-carboxamide

Base Information

• Chemical Name: 5-methyl-1H-pyrazole-3-carboxamide
• CAS No.: 4027-56-9
• Molecular Formula: C5H7N3O
• Molecular Weight: 125.13
• Hs Code.: 2933199090
• European Community (EC) Number: 944-085-0
• ChEMBL ID: CHEMBL4528378
• DSSTox Substance ID: DTXSID501297805
• Mol file: 4027-56-9.mol

Synonyms:5-methyl-1H-pyrazole-3-carboxamide;3-Methyl-1H-pyrazole-5-carboxamide;4027-56-9;14671-10-4;1H-Pyrazole-3-carboxamide, 5-methyl-;SCHEMBL1374372;CHEMBL4528378;DTXSID501297805;MFCD06808782;AKOS000280009;AKOS006239502;AKOS025394675;AC-28100;5-Methyl-1H-pyrazole-3-carboxamide,97%;N12273;J-517730

Chemical Property of 5-methyl-1H-pyrazole-3-carboxamide

Chemical Property:

• PSA: 71.77000
• LogP: 0.51730
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 125.058911855
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

99%min ^*data from raw suppliers

3-Methyl-1H-pyrazole-5-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=NN1)C(=O)N

Technology Process of 5-methyl-1H-pyrazole-3-carboxamide

There total 4 articles about 5-methyl-1H-pyrazole-3-carboxamide 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: 44.0%

ethyl 5-methyl-1H-pyrazole-3-carboxylate (4027-57-0) → 5-methyl-1H-pyrazole-3-carboxylic acid amide (4027-56-9)

Guidance literature:

With sodium methylate; formamide; In tetrahydrofuran; methanol; at 65 ℃; for 5h;

DOI:10.1002/cbic.201900289

Reference yield:

2,7-dimethyl-4H,9H-dipyrazolo<1,5-a,1',5'-d>pyrazine-4,9-dione (49664-33-7) → 5-methyl-1H-pyrazole-3-carboxylic acid amide (4027-56-9)

Guidance literature:

With ammonia; water;

Reference yield:

5-methyl-1H-pyrazole-3-carboxylic acid (402-61-9) → 5-methyl-1H-pyrazole-3-carboxylic acid amide (4027-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: water; NH₃

With thionyl chloride; ammonia; water;

upstream raw materials:

2,7-dimethyl-4H,9H-dipyrazolo<1,5-a,1',5'-d>pyrazine-4,9-dione

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

5-methyl-1H-pyrazole-3-carboxylic acid

Downstream raw materials:

5-methyl-1H-pyrazole-3-carbonitrile

4-bromo-5-methyl-1H-pyrazole-3-carboxamide

4-bromo-5-methyl-1H-pyrazol-3-amine

Refernces

• 1、 Skinner, Philip J.,Cherrier, Martin C.,Webb, Peter J.,Shin, Young-Jun,Gharbaoui, Tawfik,Lindstrom, Andrew,Hong, Vu,Tamura, Susan Y.,Dang, Huong T.,Pride, Cameron C.,Chen, Ruoping,Richman, Jeremy G.,Connolly, Daniel T.,Semple, Graeme. "Fluorinated pyrazole acids are agonists of the high affinity niacin receptor GPR109a". . p. 5620 - 5623. Retrieved 2008/04/02.