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

HRID 594715Notes

Reaction equation

HRID 594715 reaction equation
[NH2:1][CH:2]([C:11]1[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=1[O:18][CH2:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5]([O:7]CC)=O.[CH3:21][C:22]1[S:26][C:25]([C:27]2[CH:28]=[C:29]([CH:32]=[CH:33][CH:34]=2)[CH:30]=O)=[N:24][CH:23]=1>>[CH2:19]([O:18][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([F:17])[C:11]=1[CH:2]1[N:1]([CH2:30][C:29]2[CH:32]=[CH:33][CH:34]=[C:27]([C:25]3[S:26][C:22]([CH3:21])=[CH:23][N:24]=3)[CH:28]=2)[C:5](=[O:7])[CH:4]([CH3:10])[CH2:3]1)[CH3:20]

Participants

3

Reactant 2

HCID 532737233-(5-Methylthiazol-2-yl)benzaldehydeHCID 69083532Ethyl 4-amino-4-(2-ethoxy-6-fluorophenyl)-2-methylbutanoate

Product 1

HCID 690844105-(2-Ethoxy-6-fluorophenyl)-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-ethoxy-6-fluorophenyl)-2-methylbutanoate with 3-(5-methylthiazol-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.92 min.; [M+H]+: 425.02 g/mol.

Workup

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

Sources & evidence

ORD record
ord-f452bb841e8c4a178f01c0f35d17dc54
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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