3-Pyrrolidin-1-ylbenzaldehyde → 7-(2,6-Dimethoxyphenyl)-1-(3-(pyrrolidin-1-yl)benzyl)azepan-2-one

HRID 594511Notes

Reaction equation

HRID 594511 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.[N:21]1([C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[CH:29]=O)[CH2:25][CH2:24][CH2:23][CH2:22]1>>[CH3:20][O:19][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([O:17][CH3:18])[C:11]=1[CH:2]1[N:1]([CH2:29][C:28]2[CH:31]=[CH:32][CH:33]=[C:26]([N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)[CH:27]=2)[C:7](=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 71646003-Pyrrolidin-1-ylbenzaldehydeHCID 69082587Methyl 6-amino-6-(2,6-dimethoxyphenyl)hexanoate

Product 1

HCID 690800927-(2,6-Dimethoxyphenyl)-1-(3-(pyrrolidin-1-yl)benzyl)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 commercially available 3-(pyrrolidin-1-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions I): tR=1.48 min.; [M+H]+: 409.18 g/mol.

Workup

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

Sources & evidence

ORD record
ord-faa93eb451b44f3cbeb279c1fd559b3c
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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