((R)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone

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Chemical Name:((R)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone
CAS No.:1369958-94-0
Molecular Formula:C₂₃H₂₃Cl₂N₅O₂
Molecular Weight:472.374
Hs Code.:

Synonyms:((R)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone

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Chemical Property of ((R)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone

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Technology Process of ((R)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone

There total 6 articles about ((R)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone 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: 64.0%

: C₂₈H₃₁Cl₂N₅O₄

: 1369958-94-0
((R)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jm201386u

Reference yield:

: 1369959-19-2
methyl 7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate

: 1369958-94-0
((R)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2.1: Chiral cell AD column / ethanol; n-heptane / Inert atmosphere; Resolution of racemate

3.1: lithium hydroxide / tetrahydrofuran; water / 15 h / 20 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 14 h / 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; ethanol; n-heptane; dichloromethane; water;
DOI:10.1021/jm201386u

Reference yield:

: 5211-23-4
N-carbobenzyloxy-L-proline methyl ester

: 1369958-94-0
((R)-7-(3,4-dichlorophenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / Inert atmosphere; Cooling

1.2: 1.5 h / Inert atmosphere; Heating

2.1: trifluorormethanesulfonic acid / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 14 h / 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere

With n-butyllithium; trifluorormethanesulfonic acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jm201386u