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Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate → 1-((5-Chloro-6-(difluoromethoxy)pyridin-3-yl)methyl)-6-(2,6-dimethoxyphenyl)piperidin-2-one

HRID 594423
Notes
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Reaction equation

HRID 594423 reaction equation
[NH2:1][CH:2]([C:10]1[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=1[O:18][CH3:19])[CH2:3][CH2:4][CH2:5][C:6]([O:8]C)=O.[Cl:20][C:21]1[C:22]([O:29][CH:30]([F:32])[F:31])=[N:23][CH:24]=[C:25]([CH:28]=1)[CH:26]=O>>[Cl:20][C:21]1[CH:28]=[C:25]([CH2:26][N:1]2[CH:2]([C:10]3[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=3[O:18][CH3:19])[CH2:3][CH2:4][CH2:5][C:6]2=[O:8])[CH:24]=[N:23][C:22]=1[O:29][CH:30]([F:32])[F:31]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 69082713Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoateHCID 866956143-Pyridinecarboxaldehyde, 5-chloro-6-(difluoromethoxy)-

Product 1

HCID 690819531-((5-Chloro-6-(difluoromethoxy)pyridin-3-yl)methyl)-6-(2,6-dimethoxyphenyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 1 (GP1) by reaction of methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate with 5-chloro-6-(difluoromethoxy)-nicotinaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.88 min.; [M+H]+: 427.28 g/mol.

Workup

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

    ORD record
    ord-6901464eb63f45489d7dd09189ad5d72
    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