3-Phenylbenzaldehyde → 1-([1,1'-Biphenyl]-3-ylmethyl)-5-(2,6-dimethoxyphenyl)pyrrolidin-2-one

HRID 594531Notes

Reaction equation

HRID 594531 reaction equation
[NH2:1][CH:2]([C:9]1[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:10]=1[O:17][CH3:18])[CH2:3][CH2:4][C:5]([O:7]C)=O.[C:19]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:24]=[CH:23][CH:22]=[C:21]([CH:25]=O)[CH:20]=1>>[C:19]1([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][N:1]2[CH:2]([C:9]3[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:10]=3[O:17][CH3:18])[CH2:3][CH2:4][C:5]2=[O:7])[CH:20]=1

Participants

3

Reactant 2

HCID 1210533-PhenylbenzaldehydeHCID 69082397Methyl 4-amino-4-(2,6-dimethoxyphenyl)butanoate

Product 1

HCID 690857651-([1,1'-Biphenyl]-3-ylmethyl)-5-(2,6-dimethoxyphenyl)pyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of methyl 4-amino-4-(2,6-dimethoxyphenyl)butanoate with commercially available [1,1′-biphenyl]-3-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.91 min.; [M+H]+: 388.11 g/mol.

Workup

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

Sources & evidence

ORD record
ord-63de9447d99641cbaecf12deef2cf682
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

Loading…