2-(4-Methylphenyl)-1,3-thiazole-4-carbaldehyde → 5-(2,4-Dimethoxypyridin-3-yl)-3-methyl-1-((2-(p-tolyl)thiazol-4-yl)methyl)pyrrolidin-2-one

HRID 594686Notes

Reaction equation

HRID 594686 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.[C:20]1([CH3:33])[CH:25]=[CH:24][C:23]([C:26]2[S:27][CH:28]=[C:29]([CH:31]=O)[N:30]=2)=[CH:22][CH:21]=1>>[CH3:19][O:18][C:11]1[C:10]([CH:2]2[N:1]([CH2:31][C:29]3[N:30]=[C:26]([C:23]4[CH:24]=[CH:25][C:20]([CH3:33])=[CH:21][CH:22]=4)[S:27][CH:28]=3)[C:5](=[O:7])[CH:4]([CH3:9])[CH2:3]2)=[C:15]([O:16][CH3:17])[CH:14]=[CH:13][N:12]=1

Participants

3

Reactant 2

HCID 140235712-(4-Methylphenyl)-1,3-thiazole-4-carbaldehydeHCID 69085168Methyl 4-amino-4-(2,4-dimethoxypyridin-3-yl)-2-methylbutanoate

Product 1

HCID 690844825-(2,4-Dimethoxypyridin-3-yl)-3-methyl-1-((2-(p-tolyl)thiazol-4-yl)methyl)pyrrolidin-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 commercially available 2-(p-tolyl)thiazole-4-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.82 min.; [M+H]+: 423.98 g/mol.

Workup

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

Sources & evidence

ORD record
ord-46ee17b19c294b279c38f0ee2263e02e
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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