Pyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Base Information

• Chemical Name: Pyrazolo[1,5-a]pyrimidine-6-carboxylic acid
• CAS No.: 933754-38-2
• Molecular Formula: C₇H₅N₃O₂
• Molecular Weight: 163.136
• Hs Code.: 2933599590
• European Community (EC) Number: 813-918-9
• DSSTox Substance ID: DTXSID40600982
• Wikidata: Q82497338
• Mol file: 933754-38-2.mol

Synonyms:Pyrazolo[1,5-a]pyrimidine-6-carboxylic acid;933754-38-2;MFCD11215532;PYRAZOLO[1,5-A]PYRIMIDINE-6-CARBOXYLICACID;SCHEMBL557159;DTXSID40600982;GDASVOXREDJRGF-UHFFFAOYSA-N;BBL103300;STL557110;AKOS006305901;PB13395;AS-33471;SY097566;6-pyrazolo[1,5-a]pyrimidinecarboxylic acid;DB-188886;CS-0048738;EN300-339497;A844570

Chemical Property of Pyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Chemical Property:

• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 163.038176411
• Heavy Atom Count: 12
• Complexity: 197

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pyrazolo[1,5-A]pyrimidine-6-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2N=CC(=CN2N=C1)C(=O)O

Technology Process of Pyrazolo[1,5-a]pyrimidine-6-carboxylic acid

There total 1 articles about Pyrazolo[1,5-a]pyrimidine-6-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:

6-bromo-pyrazolo[1,5-α]pyrimidine (705263-10-1) → pyrazolo[1,5-α]pyrimidine-6-carboxylic acid (933754-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium dichloride; triethylamine / N,N-dimethyl-formamide / 6080.41 Torr

2: sodium hydroxide / methanol

With triethylamine; sodium hydroxide; palladium dichloride; In methanol; N,N-dimethyl-formamide;

Reference yield: 80.0%

pyrazolo[1,5-α]pyrimidine-6-carboxylic acid (933754-38-2) → 3-bromopyrazolo[1,5-α]pyrimidine-6-carboxylic acid (1273577-71-1)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

pyrazolo[1,5-α]pyrimidine-6-carboxylic acid (933754-38-2) → pyrazolo[1,5-a]pyrimidine-6-carbonyl chloride (1022920-62-2)

Guidance literature:

With thionyl chloride; at 90 ℃; for 0.75h;

upstream raw materials:

6-bromo-pyrazolo[1,5-α]pyrimidine

Downstream raw materials:

pyrazolo[1,5-a]pyrimidine-6-carbonyl chloride

3-bromopyrazolo[1,5-α]pyrimidine-6-carboxylic acid

Refernces