(4S)-4-{4-cyano-2-(methylsulfinyl)phenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Base Information

Chemical Name:(4S)-4-{4-cyano-2-(methylsulfinyl)phenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile
CAS No.:1164201-95-9
Molecular Formula:C₂₁H₁₅F₃N₄O₂S
Molecular Weight:444.437
Hs Code.:

Synonyms:(4S)-4-{4-cyano-2-(methylsulfinyl)phenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

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Chemical Property of (4S)-4-{4-cyano-2-(methylsulfinyl)phenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

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Technology Process of (4S)-4-{4-cyano-2-(methylsulfinyl)phenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

There total 9 articles about (4S)-4-{4-cyano-2-(methylsulfinyl)phenyl}-6-methyl-2-oxo-1-[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: 100.0%

: 1248520-98-0
(4S)-4-[4-cyano-2-(methylsulfanyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)-phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

: 1164201-95-9
(4S)-4-{4-cyano-2-(methylsulfinyl)phenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: With sodium periodate; In methanol; water; at 30 - 50 ℃; for 20h;
DOI:10.1002/cmdc.201500131

Reference yield:

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

: 1164201-95-9
(4S)-4-{4-cyano-2-(methylsulfinyl)phenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 9 steps

1: N,N-dimethyl-formamide / Reflux; Inert atmosphere

2: sodium periodate / water; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3: dimethyl sulfoxide / 0.75 h / Cooling with ice

4: triethyl phosphate; phosphorus pentoxide / tert-butyl methyl ether / Inert atmosphere; Reflux

5: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

6: chiral silica gel phase based on the selector poly(N-methacryloyl-D-leucine-dicyclopropylmethylamide) / methanol; ethyl acetate / 25 °C / Resolution of racemate

7: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonium chloride; triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

8: Burgess Reagent / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

9: sodium periodate / methanol; water / 20 h / 30 - 50 °C

With morpholine; sodium periodate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Burgess Reagent; triethyl phosphate; phosphorus pentoxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonium chloride; triethylamine; In tetrahydrofuran; methanol; tert-butyl methyl ether; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201500131

Reference yield:

: C₁₁H₁₁FN₂

: 1164201-95-9
(4S)-4-{4-cyano-2-(methylsulfinyl)phenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 8 steps

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

2: dimethyl sulfoxide / 0.75 h / Cooling with ice

3: triethyl phosphate; phosphorus pentoxide / tert-butyl methyl ether / Inert atmosphere; Reflux

4: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

5: chiral silica gel phase based on the selector poly(N-methacryloyl-D-leucine-dicyclopropylmethylamide) / methanol; ethyl acetate / 25 °C / Resolution of racemate

6: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonium chloride; triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

7: Burgess Reagent / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

8: sodium periodate / methanol; water / 20 h / 30 - 50 °C

With morpholine; sodium periodate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Burgess Reagent; triethyl phosphate; phosphorus pentoxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonium chloride; triethylamine; In tetrahydrofuran; methanol; tert-butyl methyl ether; water; dimethyl sulfoxide; ethyl acetate;
DOI:10.1002/cmdc.201500131