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

HRID 594729
Notes
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Reaction equation

HRID 594729 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.[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:12]([O:19][CH3:20])=[CH:13][CH:14]=[CH:15][C:16]=2[O:17][CH3:18])[CH2:3][CH:4]([CH3:10])[C:5]1=[O:7]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 202740883-Chloro-4-(difluoromethoxy)benzaldehydeHCID 69085588Ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate

Product 1

HCID 690818461-(3-Chloro-4-(difluoromethoxy)benzyl)-5-(2,6-dimethoxyphenyl)-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-chloro-4-(difluoromethoxy)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.90 min.; [M+H]+: 425.86 g/mol.

Workup

  1. customPrepared
  2. customSubsequent purification by preparative HPLC
  • customafforded the target compound
  • Sources & evidence

    ORD record
    ord-3ec2276481454cf99d1d2714390f29a4
    Source dataset
    uspto-grants-2016_01
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09242970B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes