Methyl 5-chloropyrazolo[1,5-a]pyriMidine-3-carboxylate

Base Information

• Chemical Name: Methyl 5-chloropyrazolo[1,5-a]pyriMidine-3-carboxylate
• CAS No.: 1224944-51-7
• Molecular Formula: C8H6ClN3O2
• Molecular Weight: 211.608
• Hs Code.: 2933990090
• Mol file: 1224944-51-7.mol

Synonyms:Methyl 5-chloropyrazolo[1,5-a]pyriMidine-3-carboxylate

Chemical Property of Methyl 5-chloropyrazolo[1,5-a]pyriMidine-3-carboxylate

Chemical Property:

• PKA: -2.44±0.40(Predicted)
• PSA: 56.49000
• Density: 1.54±0.1 g/cm3(Predicted)
• LogP: 1.16930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Methyl5-Chloropyrazolo[1,5-a]pyrimidine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 5-chloropyrazolo[1,5-a]pyriMidine-3-carboxylate

There total 9 articles about Methyl 5-chloropyrazolo[1,5-a]pyriMidine-3-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) + 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid (1224944-46-0) → 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester (1224944-51-7)

Guidance literature:

5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid; With N-ethyl-N,N-diisopropylamine; trichlorophosphate; for 2h; Reflux; Inert atmosphere;

methanol; for 0.5h; Inert atmosphere;

Reference yield: 61.9%

5-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester → 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester (1224944-51-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In toluene; for 2h;

Reference yield:

4H,5H-pyrazolo[1,5-a]pyrimidine-5-one (29274-22-4) → 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester (1224944-51-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-iodo-succinimide / N,N-dimethyl-formamide / Heating; Inert atmosphere

2.1: triethylamine / palladium diacetate / 5 h / 55 °C / Inert atmosphere

3.1: water; lithium hydroxide / 3 h / 20 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / 2 h / Reflux; Inert atmosphere

4.2: 0.5 h / Inert atmosphere

With N-iodo-succinimide; water; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hydroxide; trichlorophosphate; palladium diacetate; In N,N-dimethyl-formamide;

upstream raw materials:

methanol

5-chloropyrazolo[1,5-a]pyrimidine-3-carbonyl chloride

5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

4H,5H-pyrazolo[1,5-a]pyrimidine-5-one

Downstream raw materials:

methyl 5-(3-fluorobenzylamino)pyrazolo[1,5-a]pyrimidine-3-carboxylate

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