Ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate → 5-(2,6-Dimethoxyphenyl)-1-(2-fluoro-3-(pyridin-2-yl)benzyl)-3-methylpyrrolidin-2-one

HRID 594564Notes

Reaction equation

HRID 594564 reaction equation
[NH2:1][CH:2]([C:11]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=1[O:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5]([O:7]CC)=O.[F:21][C:22]1[C:29]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=2)=[CH:28][CH:27]=[CH:26][C:23]=1[CH:24]=O>>[CH3:18][O:17][C:16]1[CH:15]=[CH:14][CH:13]=[C:12]([O:19][CH3:20])[C:11]=1[CH:2]1[N:1]([CH2:24][C:23]2[CH:26]=[CH:27][CH:28]=[C:29]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=3)[C:22]=2[F:21])[C:5](=[O:7])[CH:4]([CH3:10])[CH2:3]1

Participants

3

Reactant 2

HCID 69085588Ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoateHCID 866956082-Fluoro-3-(pyridin-2-yl)benzaldehyde

Product 1

HCID 690857195-(2,6-Dimethoxyphenyl)-1-(2-fluoro-3-(pyridin-2-yl)benzyl)-3-methylpyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate with 2-fluoro-3-(pyridin-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.68 min.; [M+H]+: 421.11 g/mol.

Workup

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

Sources & evidence

ORD record
ord-c092dea63655484885da02f5e4da89f7
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

Loading…