N-[5-(3-chlorophenyl)-2-methylpyridin-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide

Base Information

Chemical Name:N-[5-(3-chlorophenyl)-2-methylpyridin-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide
CAS No.:1260162-97-7
Molecular Formula:C₁₉H₁₄ClN₅O
Molecular Weight:363.806
Hs Code.:

Synonyms:

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Chemical Property of N-[5-(3-chlorophenyl)-2-methylpyridin-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide

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Technology Process of N-[5-(3-chlorophenyl)-2-methylpyridin-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide

There total 5 articles about N-[5-(3-chlorophenyl)-2-methylpyridin-4-yl]pyrazolo[1,5-a]pyrimidine-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:

: 3430-13-5
5-bromo-2-methylpyridine

: 1260162-97-7
N-[5-(3-chlorophenyl)-2-methylpyridin-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 4 h / 20 °C

2.1: sulfuric acid; nitric acid / 2 h / 90 °C / Cooling with ice

3.1: hydrogenchloride; tin(II) chloride dihdyrate / water / 24 h / 90 °C

4.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C

4.2: 1.5 h

5.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; acetonitrile / 0.5 h / 120 °C / Microwave irradiation

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; oxalyl dichloride; tin(II) chloride dihdyrate; sulfuric acid; nitric acid; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm3012239

Reference yield:

: 31181-64-3
5-bromo-2-methyl-pyridine-N-oxide

: 1260162-97-7
N-[5-(3-chlorophenyl)-2-methylpyridin-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfuric acid; nitric acid / 2 h / 90 °C / Cooling with ice

2.1: hydrogenchloride; tin(II) chloride dihdyrate / water / 24 h / 90 °C

3.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C

3.2: 1.5 h

4.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; acetonitrile / 0.5 h / 120 °C / Microwave irradiation

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; oxalyl dichloride; tin(II) chloride dihdyrate; sulfuric acid; nitric acid; sodium carbonate; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm3012239

Reference yield:

: 62516-08-9
5-bromo-2-methyl-4-nitropyridine 1-oxide

: 1260162-97-7
N-[5-(3-chlorophenyl)-2-methylpyridin-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride; tin(II) chloride dihdyrate / water / 24 h / 90 °C

2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C

2.2: 1.5 h

3.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; acetonitrile / 0.5 h / 120 °C / Microwave irradiation

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; oxalyl dichloride; tin(II) chloride dihdyrate; sodium carbonate; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm3012239