3-Chloro-4-(difluoromethoxy)benzaldehyde → 1-(3-Chloro-4-(difluoromethoxy)benzyl)-5-(2-ethoxy-6-fluorophenyl)-3-methylpyrrolidin-2-one

HRID 594706

Reaction equation

HRID 594706 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[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[O:30][CH:31]([F:33])[F:32])[CH:25]=O>>[Cl:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[O:30][CH:31]([F:32])[F:33])[CH2:25][N:1]1[CH:2]([C:11]2[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=2[O:18][CH2:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5]1=[O:7]

Participants

3

Reactant 2

HCID 202740883-Chloro-4-(difluoromethoxy)benzaldehydeHCID 69083532Ethyl 4-amino-4-(2-ethoxy-6-fluorophenyl)-2-methylbutanoate

Product 1

HCID 690827791-(3-Chloro-4-(difluoromethoxy)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 commercially available 3-chloro-4-(difluoromethoxy)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.93 min.; [M+H]+: 427.96 g/mol.

Workup

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

Sources & evidence

ORD record
ord-42a34b3d53744cb981fb2b31410d6e3f
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Linked notes

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