(4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide

Base Information

Chemical Name:(4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide
CAS No.:1248520-97-9
Molecular Formula:C₂₁H₁₇F₃N₄O₂S
Molecular Weight:446.453
Hs Code.:

Synonyms:(4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide

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Chemical Property of (4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide

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Technology Process of (4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide

There total 11 articles about (4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide 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: 67.0%

: 1161921-99-8
(4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

: 1248520-97-9
(4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide

Guidance literature:: (4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In tetrahydrofuran; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

: 170572-49-3
2-fluoro-4-cyanotoluene

: 1248520-97-9
(4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: N,N-dimethyl-formamide / 20 - 175 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 10 - 20 °C

3.1: N,N-dimethyl-formamide / 7 h / 140 °C / Inert atmosphere

4.1: sodium periodate / water; tetrahydrofuran / 1 h / 20 °C

5.1: triethyl phosphate / tert-butyl methyl ether / 50 °C / Inert atmosphere; Reflux

6.1: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 20 °C / Inert atmosphere

7.1: chiral silica gel phase based on the selector poly(N-methacryloyl-D-leucine-dicyclopropylmethylamide); column dimensions: 670 mm x 40 mm / ethyl acetate; methanol / 25 °C / Resolution of racemate

8.1: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / tetrahydrofuran / Inert atmosphere

8.2: 0 - 20 °C / Inert atmosphere

With morpholine; sodium periodate; triethyl phosphate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; tert-butyl methyl ether; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 1248520-96-8
allyl 4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate

: 1248520-97-9
(4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 20 °C / Inert atmosphere

2.1: chiral silica gel phase based on the selector poly(N-methacryloyl-D-leucine-dicyclopropylmethylamide); column dimensions: 670 mm x 40 mm / ethyl acetate; methanol / 25 °C / Resolution of racemate

3.1: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / tetrahydrofuran / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

With morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; ethyl acetate;