(3R,5R)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one

Base Information

Chemical Name:(3R,5R)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one
CAS No.:1192355-49-9
Molecular Formula:C₂₇H₂₂F₉N₃O₂
Molecular Weight:591.476
Hs Code.:

Synonyms:(3R,5R)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one

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Chemical Property of (3R,5R)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one

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Technology Process of (3R,5R)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one

There total 12 articles about (3R,5R)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one 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: 25.0%

: (+/-)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one

: 1192355-49-9
(3R,5R)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one

: 1192355-71-7
(3S,5S)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one

Guidance literature:: With Supercritical Fluid Chromatography (SFC) on a Chiralcel OD-H column; In methanol; carbon dioxide; isopropyl alcohol; Purification / work up; Resolution of racemate;

Reference yield:

: 1-(4-(trifluoromethoxy)phenyl)-5-(3-(trifluoromethyl)phenyl)-3-((1-(6-(trifluoromethyl)pyridin-2-yl)ethylidene)amino)pyrrolidin-2-one

: 75-24-1
trimethylaluminum

: 1192355-49-9
(3R,5R)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one

: C₂₇H₂₂F₉N₃O₂

Guidance literature:: 1-(4-(trifluoromethoxy)phenyl)-5-(3-(trifluoromethyl)phenyl)-3-((1-(6-(trifluoromethyl)pyridin-2-yl)ethylidene)amino)pyrrolidin-2-one; trimethylaluminum; In hexane; toluene; at 0 ℃; for 12.0833h; Inert atmosphere;

With water; In hexane; toluene; Inert atmosphere;
DOI:10.1021/ol202873d

Reference yield:

: 39890-95-4
2-chloro-6-trifluoromethylpyridine

: 1192355-49-9
(3R,5R)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one

: 1192355-71-7
(3S,5S)-3-[1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamino]-1-(4-trifluoromethoxy-phenyl)-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate / 17 h / 60 °C

2.1: tetrahydrofuran; tert-butyl methyl ether / 8 - 16 °C

2.2: 0 °C

3.1: sulfuric acid / 0 - 45 °C

4.1: hydrogenchloride / water / 16 h / 90 °C

4.2: 15 °C / pH 13

5.1: acetic acid / toluene / 1.5 h / 55 °C

6.1: sodium cyanoborohydride; acetic acid / 0.5 h / 20 °C

7.1: Supercritical Fluid Chromatography (SFC) on a Chiralcel_.(R). OD-H column / methanol; carbon dioxide; isopropyl alcohol / Resolution of racemate

With hydrogenchloride; sulfuric acid; sodium cyanoborohydride; acetic acid; triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In tetrahydrofuran; methanol; tert-butyl methyl ether; carbon dioxide; water; isopropyl alcohol; toluene;