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

Base Information

• Chemical Name: 1-tert-butyl-5-methyl-1H-pyrazole-3-carboxylic acid
• CAS No.: 376387-68-7
• Molecular Formula: C9H14N2O2
• Molecular Weight: 182.21966
• Hs Code.: 2933199090
• European Community (EC) Number: 823-536-4
• Nikkaji Number: J3.643.795B
• Mol file: 376387-68-7.mol

Synonyms:376387-68-7;1-tert-butyl-5-methyl-1H-pyrazole-3-carboxylic acid;1-(tert-Butyl)-5-methyl-1H-pyrazole-3-carboxylic acid;1H-Pyrazole-3-carboxylic acid, 1-(1,1-dimethylethyl)-5-methyl-;1-tert-butyl-5-methylpyrazole-3-carboxylic acid;Maybridge3_007623;SCHEMBL574266;FCFGJNOOQYQMKY-UHFFFAOYSA-N;HMS1452O14;BQA38768;MFCD01313628;AKOS015838055;AS-5494;IDI1_019010;CS-0113098;FT-0746866;EN300-42964;J3.643.795B;D77188;1-(tert-Butyl)-5-methyl-1H-pyrazole-3-carboxylicacid;Z431986130

Chemical Property of 1-tert-butyl-5-methyl-1H-pyrazole-3-carboxylic acid

Chemical Property:

• Melting Point: 125 - 126 °C
• PSA: 55.12000
• LogP: 1.64470
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 182.105527694
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

98%min ^*data from raw suppliers

1-tert-Butyl-5-methyl-1H-pyrazole-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=NN1C(C)(C)C)C(=O)O
• Uses: 1-tert-Butyl-5-methyl-1H-pyrazole-3-carboxylic Acid is a useful compound in preparation of thiazolyl benzamide compounds as CSF-1R kinase inhibitors useful in treatment of cancer and other diseases.

Technology Process of 1-tert-butyl-5-methyl-1H-pyrazole-3-carboxylic acid

There total 3 articles about 1-tert-butyl-5-methyl-1H-pyrazole-3-carboxylic acid 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: 88.0%

1-(1,1-dimethylethyl)-5-methyl-1H-pyrazole-3-carboxylate ethyl → 1-(tert-butyl)-5-methyl-1H-pyrazole-3-carboxylic acid (376387-68-7)

Guidance literature:

With water; sodium hydroxide; for 1h; Heating;

DOI:10.1016/j.tetlet.2017.05.029

Reference yield:

ethyl 2,4-diketopentanoate (615-79-2) → 1-(tert-butyl)-5-methyl-1H-pyrazole-3-carboxylic acid (376387-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 20 °C / Green chemistry

2: sodium hydroxide; water / 1 h / Heating

With water; sodium hydroxide; In ethanol;

DOI:10.1016/j.tetlet.2017.05.029

Reference yield:

ethyl 4-methoxy-2-oxo-3-pentenoate → 1-(tert-butyl)-5-methyl-1H-pyrazole-3-carboxylic acid (376387-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / ethanol / 16 h / 78 °C

2: sodium hydroxide / ethanol / 3 h / 78 °C

With pyridine; sodium hydroxide; In ethanol;

DOI:10.1039/c7nj02443f

upstream raw materials:

ethyl 2,4-diketopentanoate

Downstream raw materials:

5-methyl-2H-pyrazole-3-carboxylic acid

Refernces

• 1、 Martins, Marcos A. P.,Zimmer, Geórgia C.,Rodrigues, Leticia V.,Orlando, Tainára,Buriol, Lilian,Alajarin, Mateo,Berna, Jose,Frizzo, Clarissa P.,Bonacorso, Helio G.,Zanatta, Nilo. "Competition between the donor and acceptor hydrogen bonds of the threads in the formation of [2]rotaxanes by clipping reaction". . p. 13303 - 13318. Retrieved 2017/11/27.