(5R)-N-{1-ethyl-1-[4-(1-hydroxyethyl)phenyl]propyl}-2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

Base Information

Chemical Name:(5R)-N-{1-ethyl-1-[4-(1-hydroxyethyl)phenyl]propyl}-2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide
CAS No.:1292904-34-7
Molecular Formula:C₂₉H₃₈N₄O₂
Molecular Weight:474.646
Hs Code.:

Synonyms:(5R)-N-{1-ethyl-1-[4-(1-hydroxyethyl)phenyl]propyl}-2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

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Chemical Property of (5R)-N-{1-ethyl-1-[4-(1-hydroxyethyl)phenyl]propyl}-2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

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Technology Process of (5R)-N-{1-ethyl-1-[4-(1-hydroxyethyl)phenyl]propyl}-2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

There total 16 articles about (5R)-N-{1-ethyl-1-[4-(1-hydroxyethyl)phenyl]propyl}-2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[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:

: 1292827-38-3
(5R)-N-[1-(4-acetylphenyl)-1-ethylpropyl]-2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

: 1292904-34-7
(5R)-N-{1-ethyl-1-[4-(1-hydroxyethyl)phenyl]propyl}-2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 20 ℃; for 4h;
DOI:10.1016/j.bmc.2011.02.001

Reference yield:

: 667920-89-0,667930-75-8,667930-76-9
ethyl 2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylate

: 1292904-34-7
(5R)-N-{1-ethyl-1-[4-(1-hydroxyethyl)phenyl]propyl}-2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: CHIRALCEL OD / ethanol; hexane / 30 °C / Resolution of racemate

2.1: potassium hydroxide / ethanol; water / 16 h / 90 °C

2.2: pH 4

3.1: thionyl chloride / N,N-dimethyl-formamide; toluene / 1 h / 20 °C

4.1: triethylamine / toluene / 3 h / 70 °C

5.1: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine / 24 h / 90 °C

6.1: sodium hydroxide / ethanol / 12 h / 60 °C

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 3 h / 60 °C

8.1: tetrahydrofuran / 0 - 20 °C

9.1: sodium tetrahydroborate / ethanol / 4 h / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium tetrahydroborate; thionyl chloride; palladium diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2011.02.001

Reference yield:

: 1293345-01-3
ethyl (5R)-2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylate

: 1292904-34-7
(5R)-N-{1-ethyl-1-[4-(1-hydroxyethyl)phenyl]propyl}-2,7,7-trimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium hydroxide / ethanol; water / 16 h / 90 °C

1.2: pH 4

2.1: thionyl chloride / N,N-dimethyl-formamide; toluene / 1 h / 20 °C

3.1: triethylamine / toluene / 3 h / 70 °C

4.1: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine / 24 h / 90 °C

5.1: sodium hydroxide / ethanol / 12 h / 60 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 3 h / 60 °C

7.1: tetrahydrofuran / 0 - 20 °C

8.1: sodium tetrahydroborate / ethanol / 4 h / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium tetrahydroborate; thionyl chloride; palladium diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2011.02.001