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}-2,2-difluoro-1-methylcyclopropanecarboxamide

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}-2,2-difluoro-1-methylcyclopropanecarboxamide
CAS No.:1234619-44-3
Molecular Formula:C₂₆H₁₈F₅N₇O
Molecular Weight:539.467
Hs Code.:

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}-2,2-difluoro-1-methylcyclopropanecarboxamide

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}-2,2-difluoro-1-methylcyclopropanecarboxamide

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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}-2,2-difluoro-1-methylcyclopropanecarboxamide

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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}-2,2-difluoro-1-methylcyclopropanecarboxamide

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}-2,2-difluoro-1-methylcyclopropanecarboxamide 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%

: (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

: 128146-92-9
2,2-difluoro-1-methyl-cyclopropane-carbonyl chloride

: 1234619-44-3
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}-2,2-difluoro-1-methylcyclopropanecarboxamide

Guidance literature:: With pyridine; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

Reference yield:

: 1234619-34-1
(7R)-7-(4-cyanophenyl)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile

: 1234619-44-3
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}-2,2-difluoro-1-methylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: pyridine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With pyridine; hydrazine hydrate; In tetrahydrofuran; ethanol;

Reference yield:

: 105-07-7
4-cyanobenzaldehyde

: 1234619-44-3
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}-2,2-difluoro-1-methylcyclopropanecarboxamide

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 / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

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