4-(1-hydroxy-2-methylpropan-2-yl)-N-(2-methyl-7-(pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzamide

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Chemical Name:4-(1-hydroxy-2-methylpropan-2-yl)-N-(2-methyl-7-(pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzamide
CAS No.:1189853-38-0
Molecular Formula:C₂₂H₂₇N₅O₂
Molecular Weight:393.489
Hs Code.:

Synonyms:4-(1-hydroxy-2-methylpropan-2-yl)-N-(2-methyl-7-(pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzamide

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Chemical Property of 4-(1-hydroxy-2-methylpropan-2-yl)-N-(2-methyl-7-(pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzamide

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Technology Process of 4-(1-hydroxy-2-methylpropan-2-yl)-N-(2-methyl-7-(pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzamide

There total 7 articles about 4-(1-hydroxy-2-methylpropan-2-yl)-N-(2-methyl-7-(pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzamide 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: 76.0%

: 123-75-1
pyrrolidine

: 1189852-21-8
N-(7-chloro-2-methylpyrazolo[1,5-a]pyrimidin-5-yl)-4-(1-hydroxy-2-methylpropan-2-yl)benzamide

: 1189853-38-0
4-(1-hydroxy-2-methylpropan-2-yl)-N-(2-methyl-7-(pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzamide

Guidance literature:: In N,N-dimethyl-formamide; at 80 ℃; for 1h;

Reference yield:

: 5798-75-4
Ethyl 4-bromobenzoate

: 1189853-38-0
4-(1-hydroxy-2-methylpropan-2-yl)-N-(2-methyl-7-(pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: caesium carbonate / tri-tert-butyl phosphine; palladium diacetate / 1,4-dioxane / 2 h / 110 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C

3.1: water; potassium hydroxide / tetrahydrofuran; methanol / 1 h / 70 °C

4.1: oxalyl dichloride / dichloromethane / 0.25 h

4.2: 2 h

5.1: 1-methyl-pyrrolidin-2-one / 14 h

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 60 h

6.2: pH 7 / Aqueous phosphate buffer

7.1: N,N-dimethyl-formamide / 1 h / 80 °C

With 2,6-dimethylpyridine; oxalyl dichloride; tetrabutyl ammonium fluoride; water; caesium carbonate; potassium hydroxide; tri-tert-butyl phosphine; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1005786-45-7
4-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)benzoyl chloride

: 1189853-38-0
4-(1-hydroxy-2-methylpropan-2-yl)-N-(2-methyl-7-(pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1-methyl-pyrrolidin-2-one / 14 h

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 60 h

2.2: pH 7 / Aqueous phosphate buffer

3.1: N,N-dimethyl-formamide / 1 h / 80 °C

With tetrabutyl ammonium fluoride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;