N₂-{(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}-N,N-dimethylglycinamide

Base Information

• Chemical Name: N₂-{(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}-N,N-dimethylglycinamide
• CAS No.: 1234620-08-6
• Molecular Formula: C₂₅H₂₁F₃N₈O
• Molecular Weight: 506.49

Synonyms:N₂-{(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}-N,N-dimethylglycinamide

Chemical Property of N₂-{(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}-N,N-dimethylglycinamide

Chemical Property:

Purity/Quality:

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Technology Process of N₂-{(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}-N,N-dimethylglycinamide

There total 5 articles about N₂-{(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}-N,N-dimethylglycinamide 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: 88.0%

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}glycine (1234620-06-4) + HATU (200731-31-3,148893-10-1) → N2-{(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}glycinamide (1234620-07-5) + N2-{(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}-N,N-dimethylglycinamide (1234620-08-6)

Guidance literature:

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}glycine; HATU; With triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

With ammonia; In 1,4-dioxane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h; Inert atmosphere;

Reference yield:

benzyl {(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}carbamate (1234619-70-5) → N2-{(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}glycinamide (1234620-07-5) + N2-{(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}-N,N-dimethylglycinamide (1234620-08-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2.1: hydrogen / palladium 10% on activated carbon / methanol / 0.5 h / 20 °C / 760.05 Torr

3.1: trifluoroacetic acid / dichloromethane / 1.25 h / 20 °C / Inert atmosphere

4.1: triethylamine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

4.2: 2 h / 0 - 20 °C / Inert atmosphere

With hydrogen; potassium carbonate; triethylamine; trifluoroacetic acid; palladium 10% on activated carbon; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

(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 (1234737-79-1) → N2-{(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}glycinamide (1234620-07-5) + N2-{(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}-N,N-dimethylglycinamide (1234620-08-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine / 12 h / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

3.1: hydrogen / palladium 10% on activated carbon / methanol / 0.5 h / 20 °C / 760.05 Torr

4.1: trifluoroacetic acid / dichloromethane / 1.25 h / 20 °C / Inert atmosphere

5.1: triethylamine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

5.2: 2 h / 0 - 20 °C / Inert atmosphere

With pyridine; hydrogen; potassium carbonate; triethylamine; trifluoroacetic acid; palladium 10% on activated carbon; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

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}glycine

HATU

benzyl {(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}carbamate

(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

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