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

HRID 594542Notes

Reaction equation

HRID 594542 reaction equation
[NH2:1][CH:2]([C:9]1[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:10]=1[O:17][CH3:18])[CH2:3][CH2:4][C:5]([O:7]C)=O.[S:19]1[CH:23]=[CH:22][N:21]=[C:20]1[C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH:27]=O>>[CH3:18][O:17][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]([O:15][CH3:16])[C:9]=1[CH:2]1[N:1]([CH2:27][C:26]2[CH:29]=[CH:30][CH:31]=[C:24]([C:20]3[S:19][CH:23]=[CH:22][N:21]=3)[CH:25]=2)[C:5](=[O:7])[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 185257253-(1,3-Thiazol-2-yl)benzaldehydeHCID 69082397Methyl 4-amino-4-(2,6-dimethoxyphenyl)butanoate

Product 1

HCID 690826855-(2,6-Dimethoxyphenyl)-1-(3-(thiazol-2-yl)benzyl)pyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of methyl 4-amino-4-(2,6-dimethoxyphenyl)butanoate with commercially available 3-(thiazol-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.79 min.; [M+H]+: 395.12 g/mol.

Workup

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

Sources & evidence

ORD record
ord-0efd8183b65b4b298683c2f31e78125c
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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