3-(5-Methylthiazol-2-yl)benzaldehyde → 5-(2-Fluoro-6-methoxyphenyl)-3-methyl-1-(3-(5-methylthiazol-2-yl)benzyl)pyrrolidin-2-one

HRID 594698Notes

Reaction equation

HRID 594698 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.[CH3:20][C:21]1[S:25][C:24]([C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[CH:29]=O)=[N:23][CH:22]=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]([CH2:29][C:28]2[CH:31]=[CH:32][CH:33]=[C:26]([C:24]3[S:25][C:21]([CH3:20])=[CH:22][N:23]=3)[CH:27]=2)[C:5](=[O:7])[CH:4]([CH3:10])[CH2:3]1

Participants

3

Reactant 2

HCID 532737233-(5-Methylthiazol-2-yl)benzaldehydeHCID 69085707Ethyl 4-amino-4-(2-fluoro-6-methoxyphenyl)-2-methylbutanoate

Product 1

HCID 690855925-(2-Fluoro-6-methoxyphenyl)-3-methyl-1-(3-(5-methylthiazol-2-yl)benzyl)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 3-(5-methylthiazol-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.88 min.; [M+H]+: 411.00 g/mol.

Workup

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

Sources & evidence

ORD record
ord-0f5ac84868ce45999d501ee2c503e384
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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