2-(Methylsulfonyl)acetophenone → 3-(1(S)-(4-Chlorobenzyl)-2(S)-((1-phenyl-2-methanesulfonylethyl)amino)propyl)benzonitrile

HRID 133473Notes

Reaction equation

HRID 133473 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C@@H:10]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]#[N:21])[CH:15]=2)[C@@H:11]([NH2:13])[CH3:12])=[CH:5][CH:4]=1.[CH3:22][S:23]([CH2:26][C:27]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=O)(=[O:25])=[O:24]>>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C@@H:10]([C:14]2[CH:15]=[C:16]([CH:17]=[CH:18][CH:19]=2)[C:20]#[N:21])[C@@H:11]([NH:13][CH:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:26][S:23]([CH3:22])(=[O:24])=[O:25])[CH3:12])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 194572-(Methylsulfonyl)acetophenoneHCID 692680263-((2S,3S)-3-Amino-1-(4-chlorophenyl)butan-2-yl)benzonitrile hydrochloride

Product 1

HCID 113172923-(1(S)-(4-Chlorobenzyl)-2(S)-((1-phenyl-2-methanesulfonylethyl)amino)propyl)benzonitrile

Procedure

The title compound was prepared from 3-(4-chlorophenyl)-2(S)(3-cyanophenyl)-1(S)-methyl-propylamine hydrochloride and 2-methanesulfonylacetophenone by the procedure of Example 33 as a mixture of two diastereomers. LC-MS: m/e=467 (M+1), 469 (M+3) (3.05 min and 4.05 min).

Workup

  1. customm/e=467 (M+1), 469 (M+3) (3.05 min and 4.05 min)

Sources & evidence

ORD record
ord-fdd8092fd51c4fcb8ee69eb25562848e
Source dataset
uspto-grants-2008_06
Patent number
US07390835B2

Reaction notes

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