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

HRID 594493Notes

Reaction equation

HRID 594493 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.[CH:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][C:22]=1[CH:31]=O>>[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:22]2[CH:23]=[CH:24][C:25]3[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH:21]=2)[C:7](=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 62012-NaphthalenecarboxaldehydeHCID 69082587Methyl 6-amino-6-(2,6-dimethoxyphenyl)hexanoate

Product 1

HCID 690813427-(2,6-Dimethoxyphenyl)-1-(naphthalen-2-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 2-naphthaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.95 min.; [M+H]+: 390.17 g/mol.

Workup

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

Sources & evidence

ORD record
ord-ab33b2ebf7e042c1adef2fa7d7df5dd9
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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