2-(4-Methylphenyl)-1,3-thiazole-4-carbaldehyde → 5-(2-Fluoro-6-methoxyphenyl)-3-methyl-1-((2-(p-tolyl)thiazol-4-yl)methyl)pyrrolidin-2-one

HRID 594697Notes

Reaction equation

HRID 594697 reaction equation
[NH2:1][CH:2]([C:11]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=1[F:19])[CH2:3][CH:4]([CH3:10])[C:5]([O:7]CC)=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>>[F:19][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([O:17][CH3:18])[C:11]=1[CH:2]1[N:1]([CH2:31][C:29]2[N:30]=[C:26]([C:23]3[CH:24]=[CH:25][C:20]([CH3:33])=[CH:21][CH:22]=3)[S:27][CH:28]=2)[C:5](=[O:7])[CH:4]([CH3:10])[CH2:3]1

Participants

3

Reactant 2

HCID 140235712-(4-Methylphenyl)-1,3-thiazole-4-carbaldehydeHCID 69085707Ethyl 4-amino-4-(2-fluoro-6-methoxyphenyl)-2-methylbutanoate

Product 1

HCID 690816765-(2-Fluoro-6-methoxyphenyl)-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 ethyl 4-amino-4-(2-fluoro-6-methoxyphenyl)-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=0.94 min.; [M+H]+: 411.02 g/mol.

Workup

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

Sources & evidence

ORD record
ord-d8d91dea0d984fe39fc840b8e0da29c1
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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