Ethyl 4-amino-4-(2-fluoro-6-methoxyphenyl)-2-methylbutanoate → 1-(3-(4-Chlorothiazol-2-yl)benzyl)-5-(2-fluoro-6-methoxyphenyl)-3-methylpyrrolidin-2-one

HRID 594699Notes

Reaction equation

HRID 594699 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.[Cl:20][C:21]1[N:22]=[C:23]([C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[CH:29]=O)[S:24][CH:25]=1>>[Cl:20][C:21]1[N:22]=[C:23]([C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[CH2:29][N:1]2[CH:2]([C:11]3[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=3[F:19])[CH2:3][CH:4]([CH3:10])[C:5]2=[O:7])[S:24][CH:25]=1

Participants

3

Reactant 2

HCID 69085707Ethyl 4-amino-4-(2-fluoro-6-methoxyphenyl)-2-methylbutanoateHCID 866956183-(4-Chlorothiazol-2-yl)benzaldehyde

Product 1

HCID 690835131-(3-(4-Chlorothiazol-2-yl)benzyl)-5-(2-fluoro-6-methoxyphenyl)-3-methylpyrrolidin-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-(4-chlorothiazol-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.93 min.; [M+H]+: 430.96 g/mol.

Workup

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

Sources & evidence

ORD record
ord-80d2b62183eb4cf3a1cbdc050f8f0eec
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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