Methyl pyrazolo[1,5-a]pyrimidine-2-carboxylate

Base Information

• Chemical Name: Methyl pyrazolo[1,5-a]pyrimidine-2-carboxylate
• CAS No.: 331647-95-1
• Molecular Formula: C₈H₇N₃O₂
• Molecular Weight: 177.162
• DSSTox Substance ID: DTXSID90598880
• Wikidata: Q82494687
• Mol file: 331647-95-1.mol

Synonyms:methyl pyrazolo[1,5-a]pyrimidine-2-carboxylate;331647-95-1;MFCD00297333;SCHEMBL4250069;DTXSID90598880;BBL039974;STK349652;AKOS000310290;PB24653;AS-50405;SY086902;DB-144438;CS-0054858;methylpyrazolo[1,5-a]pyrimidine-2-carboxylate;EN300-152991;P10121;Pyrazolo[1,5-a]pyrimidine-2-carboxylic acid,methyl ester

Chemical Property of Methyl pyrazolo[1,5-a]pyrimidine-2-carboxylate

Chemical Property:

• PKA: -0.88±0.40(Predicted)
• Density: 1.39±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

99%, ^*data from raw suppliers

methylpyrazolo[1,5-a]pyrimidine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=NN2C=CC=NC2=C1

Technology Process of Methyl pyrazolo[1,5-a]pyrimidine-2-carboxylate

There total 1 articles about Methyl pyrazolo[1,5-a]pyrimidine-2-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: 90.0%

methanol (67-56-1) + pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (378211-85-9) → methyl pyrazolo[1,5-a]pyrimidine-2-carboxylate (331647-95-1)

Guidance literature:

With sulfuric acid; In methanol; for 12h; Reflux;

Reference yield:

methyl pyrazolo[1,5-a]pyrimidine-2-carboxylate (331647-95-1) → methyl 3-(4-chlorophenyl)pyrazolo[1,5-a]pyrimidine-2-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; N-iodo-succinimide / dichloromethane / 20 °C

2: (bis(tricyclohexyl)phosphine)palladium(II) dichloride; sodium carbonate / 1,4-dioxane; water / 18 h / 100 °C / Inert atmosphere

With N-iodo-succinimide; (bis(tricyclohexyl)phosphine)palladium(II) dichloride; sodium carbonate; acetic acid; In 1,4-dioxane; dichloromethane; water;

Reference yield:

methyl pyrazolo[1,5-a]pyrimidine-2-carboxylate (331647-95-1) → 3-(4-chlorophenyl)-N-(pyrimidin-2-yl)pyrazolo[1,5-a]pyrimidine-2-carboxamide

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; N-iodo-succinimide / dichloromethane / 20 °C

2: (bis(tricyclohexyl)phosphine)palladium(II) dichloride; sodium carbonate / 1,4-dioxane; water / 18 h / 100 °C / Inert atmosphere

3: bis(trimethylaluminum)–1,4-diazabicyclo[2.2.2]octane adduct / tetrahydrofuran / 18 h / 70 °C

With N-iodo-succinimide; (bis(tricyclohexyl)phosphine)palladium(II) dichloride; bis(trimethylaluminum)–1,4-diazabicyclo[2.2.2]octane adduct; sodium carbonate; acetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

upstream raw materials:

methanol

pyrazolo[1,5-a]pyrimidine-2-carboxylic acid

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