(R)-5-[2-(2-bromo-ethyl)-4-cyano-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

Base Information

Chemical Name:(R)-5-[2-(2-bromo-ethyl)-4-cyano-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester
CAS No.:1613621-76-3
Molecular Formula:C₂₄H₁₉BrF₃N₅O₃
Molecular Weight:562.346
Hs Code.:

(R)-5-[2-(2-bromo-ethyl)-4-cyano-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

Synonyms:(R)-5-[2-(2-bromo-ethyl)-4-cyano-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

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Chemical Property of (R)-5-[2-(2-bromo-ethyl)-4-cyano-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

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Technology Process of (R)-5-[2-(2-bromo-ethyl)-4-cyano-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

There total 13 articles about (R)-5-[2-(2-bromo-ethyl)-4-cyano-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester 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:

: 1613621-74-1
(R)-5-[4-cyano-2-(2-hydroxy-ethyl)-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

: 1613621-76-3
(R)-5-[2-(2-bromo-ethyl)-4-cyano-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; for 3.16667h; Cooling with ice;

Reference yield:

: (R)-5-[2-(2-tert-butoxy-vinyl)-4-cyano-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

: 1613621-76-3
(R)-5-[2-(2-bromo-ethyl)-4-cyano-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 2 h / -10 °C

1.2: 1.75 h / -5 °C

2.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 3.17 h / 20 °C

With carbon tetrabromide; triphenylphosphine; trifluoroacetic acid; In dichloromethane;

Reference yield:

: 7697-26-9
3-bromo-4-methylbenzoic acid

: 1613621-76-3
(R)-5-[2-(2-bromo-ethyl)-4-cyano-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / dichloromethane / 72 h / 17 - 41 °C / Inert atmosphere; Large scale

2.1: sodium carbonate / water; ethyl acetate / 4 h / 40 - 90 °C

3.1: polyphosphoric acid / tetrahydrofuran / 20 h / -10 - 75 °C / Inert atmosphere

4.1: 1,4-dioxane / 3 h / 80 °C

5.1: trifluoroacetic acid / n-heptane; isopropyl alcohol / Resolution of racemate

6.1: hydrogenchloride / water; ethyl acetate

7.1: ammonium hydroxide; 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 10 - 20 °C

8.1: trichlorophosphate / N,N-dimethyl-formamide / 0.25 h / 0 - 10 °C

9.1: 2,6-dimethylpyridine / dichloromethane / 0.55 h / 2 - 20 °C

9.2: 2.5 h / 2 - 7 °C

10.1: 1,2,2,6,6-pentamethylpiperidine; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); Tetraethylene glycol; tri tert-butylphosphoniumtetrafluoroborate / 1 h / 150 °C / Autoclave; Inert atmosphere

11.1: trifluoroacetic acid / dichloromethane / 2 h / -10 °C

11.2: 1.75 h / -5 °C

12.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 3.17 h / 20 °C

With 1,2,2,6,6-pentamethylpiperidine; 2,6-dimethylpyridine; hydrogenchloride; ammonium hydroxide; N-Bromosuccinimide; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); Tetraethylene glycol; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; sodium carbonate; triphenylphosphine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; tri tert-butylphosphoniumtetrafluoroborate; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; n-heptane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;