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

HRID 594703

Reaction equation

HRID 594703 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.[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>>[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]([CH2:25][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)[CH3:20]

Participants

3

Reactant 2

HCID 27833583-Fluoro-4-(trifluoromethoxy)benzaldehydeHCID 69083532Ethyl 4-amino-4-(2-ethoxy-6-fluorophenyl)-2-methylbutanoate

Product 1

HCID 690836605-(2-Ethoxy-6-fluorophenyl)-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-ethoxy-6-fluorophenyl)-2-methylbutanoate with commercially available 3-fluoro-4-(trifluoromethoxy)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.98 min.; [M+H]+: 429.97 g/mol.

Workup

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

Sources & evidence

ORD record
ord-fd19b08752704f89a2aeb0827674ba71
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Linked notes

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