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

HRID 594716Notes

Reaction equation

HRID 594716 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.[Cl:21][C:22]1[N:23]=[C:24]([C:27]2[CH:28]=[C:29]([CH:32]=[CH:33][CH:34]=2)[CH:30]=O)[S:25][CH:26]=1>>[Cl:21][C:22]1[N:23]=[C:24]([C:27]2[CH:28]=[C:29]([CH:32]=[CH:33][CH:34]=2)[CH2:30][N:1]2[CH:2]([C:11]3[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=3[O:18][CH2:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5]2=[O:7])[S:25][CH:26]=1

Participants

3

Reactant 2

HCID 69083532Ethyl 4-amino-4-(2-ethoxy-6-fluorophenyl)-2-methylbutanoateHCID 866956183-(4-Chlorothiazol-2-yl)benzaldehyde

Product 1

HCID 690844121-(3-(4-Chlorothiazol-2-yl)benzyl)-5-(2-ethoxy-6-fluorophenyl)-3-methylpyrrolidin-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-(4-chlorothiazol-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.97 min.; [M+H]+: 444.95 g/mol.

Workup

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

Sources & evidence

ORD record
ord-d40b8c372a314472b01cd093131457b6
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

Loading…