3-(1,3-Thiazol-2-yl)benzaldehyde → 5-(2,6-Dimethoxyphenyl)-3-methyl-1-(3-(thiazol-2-yl)benzyl)pyrrolidin-2-one

HRID 594550Notes

Reaction equation

HRID 594550 reaction equation
[NH2:1][CH:2]([C:11]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=1[O:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5]([O:7]CC)=O.[S:21]1[CH:25]=[CH:24][N:23]=[C:22]1[C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH:29]=O>>[CH3:18][O:17][C:16]1[CH:15]=[CH:14][CH:13]=[C:12]([O:19][CH3:20])[C:11]=1[CH:2]1[N:1]([CH2:29][C:28]2[CH:31]=[CH:32][CH:33]=[C:26]([C:22]3[S:21][CH:25]=[CH:24][N:23]=3)[CH:27]=2)[C:5](=[O:7])[CH:4]([CH3:10])[CH2:3]1

Participants

3

Reactant 2

HCID 185257253-(1,3-Thiazol-2-yl)benzaldehydeHCID 69085588Ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate

Product 1

HCID 690825565-(2,6-Dimethoxyphenyl)-3-methyl-1-(3-(thiazol-2-yl)benzyl)pyrrolidin-2-one

Procedure

Prepared according to the described general procedure 1 (GP1) by reaction of ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate with commercially available 3-(thiazol-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.84 min.; [M+H]+: 409.16 g/mol.

Workup

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

Sources & evidence

ORD record
ord-9001f59b236f4cabb6a3478e39a05e5b
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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