Methyl 4-amino-4-(2,4-dimethoxypyridin-3-yl)-2-methylbutanoate → 1-(3-(4-Chlorothiazol-2-yl)benzyl)-5-(2,4-dimethoxypyridin-3-yl)-3-methylpyrrolidin-2-one

HRID 594690Notes

Reaction equation

HRID 594690 reaction equation
[NH2:1][CH:2]([C:10]1[C:11]([O:18][CH3:19])=[N:12][CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH2:3][CH:4]([CH3:9])[C:5]([O:7]C)=O.[Cl:20][C:21]1[N:22]=[C:23]([C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[CH:29]=O)[S:24][CH:25]=1>>[Cl:20][C:21]1[N:22]=[C:23]([C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[CH2:29][N:1]2[CH:2]([C:10]3[C:11]([O:18][CH3:19])=[N:12][CH:13]=[CH:14][C:15]=3[O:16][CH3:17])[CH2:3][CH:4]([CH3:9])[C:5]2=[O:7])[S:24][CH:25]=1

Participants

3

Reactant 2

HCID 69085168Methyl 4-amino-4-(2,4-dimethoxypyridin-3-yl)-2-methylbutanoateHCID 866956183-(4-Chlorothiazol-2-yl)benzaldehyde

Product 1

HCID 690844901-(3-(4-Chlorothiazol-2-yl)benzyl)-5-(2,4-dimethoxypyridin-3-yl)-3-methylpyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of methyl 4-amino-4-(2,4-dimethoxypyridin-3-yl)-2-methylbutanoate with synthesized 3-(4-chlorothiazol-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.81 min.; [M+H]+: 443.85 g/mol.

Workup

  1. customPrepared
  2. customSubsequent purification by preparative HPLC
  3. customafforded the target compound

Sources & evidence

ORD record
ord-890165e99a154cafa5cdb17dc575cc9e
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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