1-Naphthaldehyde → 7-(2,6-Dimethoxyphenyl)-1-(naphthalen-1-ylmethyl)azepan-2-one

HRID 594494Notes

Reaction equation

HRID 594494 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.[C:21]1([CH:31]=O)[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][CH: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]([CH2:31][C:21]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH:24]=[CH:23][CH:22]=2)[C:7](=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 61951-NaphthaldehydeHCID 69082587Methyl 6-amino-6-(2,6-dimethoxyphenyl)hexanoate

Product 1

HCID 690824417-(2,6-Dimethoxyphenyl)-1-(naphthalen-1-ylmethyl)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 1-naphthaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.94 min.; [M+H]+: 390.16 g/mol.

Workup

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

Sources & evidence

ORD record
ord-26217264716c45e4a880527d7cab4987
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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