3-Phenylbenzaldehyde → 1-([1,1'-Biphenyl]-3-ylmethyl)-7-(2,6-dimethoxyphenyl)azepan-2-one

HRID 594490Notes

Reaction equation

HRID 594490 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([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:26]=[CH:25][CH:24]=[C:23]([CH:27]=O)[CH:22]=1>>[C:21]1([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:26]=[CH:25][CH:24]=[C:23]([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:22]=1

Participants

3

Reactant 2

HCID 1210533-PhenylbenzaldehydeHCID 69082587Methyl 6-amino-6-(2,6-dimethoxyphenyl)hexanoate

Product 1

HCID 690822681-([1,1'-Biphenyl]-3-ylmethyl)-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 commercially available [1,1′-biphenyl]-3-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.99 min.; [M+H]+: 416.24 g/mol.

Workup

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

Sources & evidence

ORD record
ord-40d405488aab4885931bb6b443373060
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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