1-{(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}-3-methylurea

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Chemical Name:1-{(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}-3-methylurea
CAS No.:1234619-84-1
Molecular Formula:C₂₃H₁₇F₃N₈O
Molecular Weight:478.436
Hs Code.:

Synonyms:1-{(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}-3-methylurea

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Chemical Property of 1-{(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}-3-methylurea

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Technology Process of 1-{(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}-3-methylurea

There total 7 articles about 1-{(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}-3-methylurea 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: 43.0%

: 1234737-79-1
(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

: 7693-46-1
4-Nitrophenyl chloroformate

: 74-89-5
methylamine

: 1234619-84-1
1-{(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}-3-methylurea

Guidance literature:: (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; 4-Nitrophenyl chloroformate; With dmap; triethylamine; methylamine; In dichloromethane; at -78 - 0 ℃; for 6h; Inert atmosphere;

methylamine; In tetrahydrofuran; dichloromethane; at -78 - -10 ℃;

Reference yield: 43.0%

: (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

: 7693-46-1
4-Nitrophenyl chloroformate

: 74-89-5
methylamine

: 1234619-84-1
1-{(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}-3-methylurea

Guidance literature:: (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; 4-Nitrophenyl chloroformate; With dmap; triethylamine; In dichloromethane; at -78 - 0 ℃; for 6h; Inert atmosphere;

methylamine; In tetrahydrofuran; dichloromethane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1002/cmdc.201500269

Reference yield:

: 1234620-58-6
(rac)-7-(4-cyanophenyl)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-5-methyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile

: 1234619-84-1
1-{(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}-3-methylurea

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper diacetate; triethylamine; pyridine / dichloromethane / 36 h / 20 °C / Molecular sieve

1.2: 36 h / 20 °C

2.1: KBD 6371 / 2-Methylpentane; ethyl acetate / 24 °C / Resolution of racemate

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

3.2: Inert atmosphere

4.1: triethylamine; dmap / dichloromethane / 6 h / -78 - 0 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

With pyridine; dmap; copper diacetate; hydrazine hydrate; triethylamine; In ethanol; 2-Methylpentane; dichloromethane; ethyl acetate; 1.1: |Chan-Lam Coupling / 1.2: |Chan-Lam Coupling;
DOI:10.1002/cmdc.201500269