(4S)-4-[4-Cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1,3-bis[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Base Information

Chemical Name:(4S)-4-[4-Cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1,3-bis[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile
CAS No.:1164203-63-7
Molecular Formula:C₂₈H₁₈F₆N₄O₃S
Molecular Weight:604.532
Hs Code.:

Synonyms:(4S)-4-[4-Cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1,3-bis[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

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Chemical Property of (4S)-4-[4-Cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1,3-bis[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

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Technology Process of (4S)-4-[4-Cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1,3-bis[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

There total 8 articles about (4S)-4-[4-Cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1,3-bis[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile 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: 26.0%

: 1161921-55-6
(4S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

: 1423-26-3
(meta-(trifluoromethyl)phenyl)boronic acid

: 1164203-63-7
(4S)-4-[4-Cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1,3-bis[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: With pyridine; copper diacetate; triethylamine; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere; Molecular sieve;

Reference yield:

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

: 1164203-63-7
(4S)-4-[4-Cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1,3-bis[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: N,N-dimethyl-formamide dimethyl acetal / N,N-dimethyl-formamide / Inert atmosphere; Reflux

1.2: 1 h / 20 °C

2.1: dimethyl sulfoxide / Cooling with ice

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

4.1: chiral silica gel phase based on the selector poly(N-methacryloyl-D-leucinedicyclopropylmethylamide) / ethyl acetate; isopropyl alcohol; tetrahydrofuran; 2-Methylpentane / 24 °C / Resolution of racemate

5.1: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

6.1: HATU / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

6.2: 4 h / 20 °C

7.1: Burgess Reagent / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

8.1: triethylamine; pyridine; copper diacetate / dichloromethane / 20 h / 20 °C / Inert atmosphere; Molecular sieve

With morpholine; pyridine; Burgess Reagent; triethyl phosphate; phosphorus pentoxide; copper diacetate; N,N-dimethyl-formamide dimethyl acetal; triethylamine; HATU; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 2-Methylpentane; dichloromethane; tert-butyl methyl ether; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

: 105942-10-7
3-fluoro-4-formylbenzonitrile

: 1164203-63-7
(4S)-4-[4-Cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1,3-bis[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: dimethyl sulfoxide / Cooling with ice

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

3.1: chiral silica gel phase based on the selector poly(N-methacryloyl-D-leucinedicyclopropylmethylamide) / ethyl acetate; isopropyl alcohol; tetrahydrofuran; 2-Methylpentane / 24 °C / Resolution of racemate

4.1: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

5.1: HATU / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

5.2: 4 h / 20 °C

6.1: Burgess Reagent / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

7.1: triethylamine; pyridine; copper diacetate / dichloromethane / 20 h / 20 °C / Inert atmosphere; Molecular sieve

With morpholine; pyridine; Burgess Reagent; triethyl phosphate; phosphorus pentoxide; copper diacetate; triethylamine; HATU; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 2-Methylpentane; dichloromethane; tert-butyl methyl ether; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;