4-(1-{[ (7,7-dimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidine-3-yl)carbonyl]-amino}-1-ethylpropyl)phenyl acetate

Base Information

Chemical Name:4-(1-{[ (7,7-dimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidine-3-yl)carbonyl]-amino}-1-ethylpropyl)phenyl acetate
CAS No.:667928-75-8
Molecular Formula:C₂₈H₃₄N₄O₃
Molecular Weight:474.603
Hs Code.:

Synonyms:4-(1-{[ (7,7-dimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidine-3-yl)carbonyl]-amino}-1-ethylpropyl)phenyl acetate

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Chemical Property of 4-(1-{[ (7,7-dimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidine-3-yl)carbonyl]-amino}-1-ethylpropyl)phenyl acetate

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Technology Process of 4-(1-{[ (7,7-dimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidine-3-yl)carbonyl]-amino}-1-ethylpropyl)phenyl acetate

There total 6 articles about 4-(1-{[ (7,7-dimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidine-3-yl)carbonyl]-amino}-1-ethylpropyl)phenyl acetate 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: 85.0%

: 667928-49-6
N-[1-ethyl-1-(4-hydroxyphenyl)propyl]-7,7-dimethyl-5-phenyl-4,5,-6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

: 75-36-5
acetyl chloride

: 667928-75-8
4-(1-{[ (7,7-dimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidine-3-yl)carbonyl]-amino}-1-ethylpropyl)phenyl acetate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jm101452x

Reference yield:

: 1260243-53-5
ethyl 7,7-dimethyl-5-phenyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate

: 667928-75-8
4-(1-{[ (7,7-dimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidine-3-yl)carbonyl]-amino}-1-ethylpropyl)phenyl acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate / ethanol / 0 - 20 °C

2.1: potassium hydroxide / ethanol; water / 14 h / 80 °C

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C

3.2: 80 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C

5.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

With sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm101452x

Reference yield:

: 667920-79-8,667930-73-6,667930-74-7
ethyl 7,7-dimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylate

: 667928-75-8
4-(1-{[ (7,7-dimethyl-5-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidine-3-yl)carbonyl]-amino}-1-ethylpropyl)phenyl acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hydroxide / ethanol; water / 14 h / 80 °C

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C

2.2: 80 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C

4.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

With palladium 10% on activated carbon; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm101452x