L-(+)-Cysteine → (2-(4-(Dimethylamino)phenyl)thiazol-4-yl)(3,4,5-trimethoxyphenyl)methanone

HRID 70046Notes

Reaction equation

HRID 70046 reaction equation
[C:1]1([C:7]2[S:8][CH:9]=[C:10]([C:12]([C:14]3[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=3)=[O:13])[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:26][N:27](C)[C:28]1C=CC(C#N)=CC=1.N[C@H](C(O)=O)CS>>[CH3:26][N:27]([CH3:28])[C:4]1[CH:5]=[CH:6][C:1]([C:7]2[S:8][CH:9]=[C:10]([C:12]([C:14]3[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=3)=[O:13])[N:11]=2)=[CH:2][CH:3]=1

Participants

4

Reactant 3

HCID 5862L-(+)-CysteineHCID 709674-(Dimethylamino)benzonitrileHCID 252274304-(3,4,5-Trimethoxybenzoyl)-2-phenylthiazole

Product 1

HCID 52949187(2-(4-(Dimethylamino)phenyl)thiazol-4-yl)(3,4,5-trimethoxyphenyl)methanone

Procedure

(2-(4-(Dimethylamino)phenyl)thiazol-4-yl)(3,4,5-trimethoxyphenyl)methanone (2o) was prepared using the same method as used of compound 1h from 4-(dimethylamino)benzonitrile and cysteine. NMR (300 MHz, CDCl3) δ 8.12 (s, 1H), 7.88 (d, 2H), 7.80 (s, 2H), 6.73 (d, 2H), 3.96 (s, 3H), 3.95 (s, 6H), 3.05 (s, 6H); MS (ESI) m/z 421.1 (M+Na)+.

Sources & evidence

ORD record
ord-50325b94a4464531a196d523fc35d85c
Source dataset
uspto-grants-2014_09
Patent number
US08822513B2

Reaction notes

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