Methyl 6-amino-6-(2,6-dimethoxyphenyl)hexanoate → 1-((5-Chloro-6-(difluoromethoxy)pyridin-3-yl)methyl)-7-(2,6-dimethoxyphenyl)azepan-2-one

HRID 594507Notes

Reaction equation

HRID 594507 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][CH2:4][CH2:5][CH2:6][C:7]([O:9]C)=O.[Cl:21][C:22]1[C:23]([O:30][CH:31]([F:33])[F:32])=[N:24][CH:25]=[C:26]([CH:29]=1)[CH:27]=O>>[Cl:21][C:22]1[CH:29]=[C:26]([CH2:27][N:1]2[CH:2]([C:11]3[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=3[O:19][CH3:20])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]2=[O:9])[CH:25]=[N:24][C:23]=1[O:30][CH:31]([F:33])[F:32]

Participants

3

Reactant 2

HCID 69082587Methyl 6-amino-6-(2,6-dimethoxyphenyl)hexanoateHCID 866956143-Pyridinecarboxaldehyde, 5-chloro-6-(difluoromethoxy)-

Product 1

HCID 690823591-((5-Chloro-6-(difluoromethoxy)pyridin-3-yl)methyl)-7-(2,6-dimethoxyphenyl)azepan-2-one

Procedure

Prepared according to the described general procedure 1 (GP1) by reaction of methyl 6-amino-6-(2,6-dimethoxyphenyl)hexanoate with 5-chloro-6-(difluoromethoxy)nicotinaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.94 min.; [M+H]+: 441.11 g/mol.

Workup

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

Sources & evidence

ORD record
ord-399b8c40ee3640b48429a43fdfdb6013
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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