N-{(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]-triazolo[1,5-a]pyrimidin-2-yl}cyclopentanecarboxamide

Base Information

Chemical Name:N-{(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]-triazolo[1,5-a]pyrimidin-2-yl}cyclopentanecarboxamide
CAS No.:1234619-50-1
Molecular Formula:C₂₇H₂₂F₃N₇O
Molecular Weight:517.513
Hs Code.:

Synonyms:N-{(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]-triazolo[1,5-a]pyrimidin-2-yl}cyclopentanecarboxamide

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Chemical Property of N-{(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]-triazolo[1,5-a]pyrimidin-2-yl}cyclopentanecarboxamide

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Technology Process of N-{(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]-triazolo[1,5-a]pyrimidin-2-yl}cyclopentanecarboxamide

There total 8 articles about N-{(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]-triazolo[1,5-a]pyrimidin-2-yl}cyclopentanecarboxamide 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: 41.0%

: 4524-93-0
Cyclopentanecarboxylic acid chloride

: (7R)-2-amino-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile hydrochloride

: 1234619-50-1
N-{(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]-triazolo[1,5-a]pyrimidin-2-yl}cyclopentanecarboxamide

Guidance literature:: With pyridine; at 20 ℃; for 12h; Inert atmosphere;

Reference yield:

: 105-07-7
4-cyanobenzaldehyde

: 1234619-50-1
N-{(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]-triazolo[1,5-a]pyrimidin-2-yl}cyclopentanecarboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: piperidine; acetic acid / dichloromethane / 18 h / Reflux

2.1: pyridine; rac-Pro-OH / dichloromethane; N,N-dimethyl-formamide / 192 h / Inert atmosphere; Molecular sieve

3.1: toluene-4-sulfonic acid; pyridine / toluene / 1 h / Reflux

4.1: triethylamine; pyridine / toluene / Inert atmosphere; Reflux

5.1: triethylamine; pyridine; copper diacetate / dichloromethane / 36 h / Inert atmosphere; Molecular sieve

5.2: 36 h

5.3: 120 h

6.1: chiral silica gel phase based on the selector poly(N-methacryloyl-L-isoleucine-3-pentylamide) / ethyl acetate; 2-Methylpentane / 24 °C / Resolution of racemate

7.1: hydrazine hydrate / ethanol / 1 h / 85 °C / Inert atmosphere

8.1: pyridine / 12 h / 20 °C / Inert atmosphere

With piperidine; pyridine; copper diacetate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; triethylamine; rac-Pro-OH; In ethanol; 2-Methylpentane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1234620-57-5
(rac)-2-amino-7-(4-cyanophenyl)-5-methyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile

: 1234619-50-1
N-{(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]-triazolo[1,5-a]pyrimidin-2-yl}cyclopentanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; pyridine / toluene / Inert atmosphere; Reflux

2.1: triethylamine; pyridine; copper diacetate / dichloromethane / 36 h / Inert atmosphere; Molecular sieve

2.2: 36 h

2.3: 120 h

3.1: chiral silica gel phase based on the selector poly(N-methacryloyl-L-isoleucine-3-pentylamide) / ethyl acetate; 2-Methylpentane / 24 °C / Resolution of racemate

4.1: hydrazine hydrate / ethanol / 1 h / 85 °C / Inert atmosphere

5.1: pyridine / 12 h / 20 °C / Inert atmosphere

With pyridine; copper diacetate; hydrazine hydrate; triethylamine; In ethanol; 2-Methylpentane; dichloromethane; ethyl acetate; toluene;