3-Fluoro-4-(trifluoromethoxy)benzaldehyde → 5-(2,6-Dimethoxyphenyl)-1-(3-fluoro-4-(trifluoromethoxy)benzyl)-3-methylpyrrolidin-2-one

HRID 594728Notes

Reaction equation

HRID 594728 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[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[O:30][C:31]([F:34])([F:33])[F:32])[CH:25]=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]([CH2:25][C:24]2[CH:27]=[CH:28][C:29]([O:30][C:31]([F:32])([F:33])[F:34])=[C:22]([F:21])[CH:23]=2)[C:5](=[O:7])[CH:4]([CH3:10])[CH2:3]1

Participants

3

Reactant 2

HCID 27833583-Fluoro-4-(trifluoromethoxy)benzaldehydeHCID 69085588Ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate

Product 1

HCID 690834725-(2,6-Dimethoxyphenyl)-1-(3-fluoro-4-(trifluoromethoxy)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 commercially available 3-fluoro-4-(trifluoromethoxy)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.94 min.; [M+H]+: 427.98 g/mol.

Workup

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

Sources & evidence

ORD record
ord-a8ffbe65229348049049ab934fccdf6d
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

Loading…