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

HRID 594466Notes

Reaction equation

HRID 594466 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[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=2)=[CH:25][C:22]=1[CH:23]=O>>[Cl:20][C:21]1[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=2)=[CH:25][C:22]=1[CH2:23][N:1]1[CH:2]([C:10]2[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=2[O:18][CH3:19])[CH2:3][CH2:4][CH2:5][C:6]1=[O:8]

Participants

3

Reactant 2

HCID 69082713Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoateHCID 866956092-Chloro-5-(pyridin-2-yl)benzaldehyde

Product 1

HCID 690836441-(2-Chloro-5-(pyridin-2-yl)benzyl)-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 2-chloro-5-(pyridin-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.74 min.; [M+H]+: 437.10 g/mol.

Workup

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

Sources & evidence

ORD record
ord-55f26bd801e94568bc429efccec01182
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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