N-{3-[5-chloro-2-(propan-2-yloxy)phenyl]-1-methyl-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide

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Chemical Name:N-{3-[5-chloro-2-(propan-2-yloxy)phenyl]-1-methyl-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide
CAS No.:1260163-78-7
Molecular Formula:C₂₀H₁₉ClN₆O₂
Molecular Weight:410.863
Hs Code.:

Synonyms:N-{3-[5-chloro-2-(propan-2-yloxy)phenyl]-1-methyl-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide

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Chemical Property of N-{3-[5-chloro-2-(propan-2-yloxy)phenyl]-1-methyl-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide

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Technology Process of N-{3-[5-chloro-2-(propan-2-yloxy)phenyl]-1-methyl-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide

There total 6 articles about N-{3-[5-chloro-2-(propan-2-yloxy)phenyl]-1-methyl-1H-pyrazol-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: 52.0%

: 75-30-9
2-iodo-propane

: 1260162-42-2
N-(3-(5-chloro-2-hydroxyphenyl)-1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

: 1260163-78-7
N-{3-[5-chloro-2-(propan-2-yloxy)phenyl]-1-methyl-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; acetone; at 45 ℃; for 64h;
DOI:10.1016/j.bmcl.2019.04.008

Reference yield:

: 1260162-41-1
N-(3-(5-chloro-2-methoxyphenyl)-1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

: 1260163-78-7
N-{3-[5-chloro-2-(propan-2-yloxy)phenyl]-1-methyl-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: boron tribromide / dichloromethane / 16 h / 25 °C

2: potassium carbonate / N,N-dimethyl-formamide; acetone / 64 h / 45 °C

With boron tribromide; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.bmcl.2019.04.008

Reference yield:

: 1403963-78-9
5-(5-chloro-2-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazol-4-amine

: 1260163-78-7
N-{3-[5-chloro-2-(propan-2-yloxy)phenyl]-1-methyl-1H-pyrazol-4-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: ((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V); N-ethyl-N,N-diisopropylamine; dmap / N,N-dimethyl-formamide / 24 h / 40 °C

2: hydrogenchloride / water; methanol / 3 h / 70 °C

3: boron tribromide / dichloromethane / 16 h / 25 °C

4: potassium carbonate / N,N-dimethyl-formamide; acetone / 64 h / 45 °C

With hydrogenchloride; dmap; boron tribromide; potassium carbonate; N-ethyl-N,N-diisopropylamine; ((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V); In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.bmcl.2019.04.008