3-Phenylbenzaldehyde → 5-([1,1'-Biphenyl]-2-yl)-1-([1,1'-biphenyl]-3-ylmethyl)-3-methylpyrrolidin-2-one

HRID 594674Notes

Reaction equation

HRID 594674 reaction equation
[C:1]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([NH2:16])[CH2:8][CH:9]([CH3:15])[C:10](OCC)=[O:11].[C:23]1([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:28]=[CH:27][CH:26]=[C:25]([CH:29]=O)[CH:24]=1>>[C:1]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]1[N:16]([CH2:29][C:25]2[CH:24]=[C:23]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH:28]=[CH:27][CH:26]=2)[C:10](=[O:11])[CH:9]([CH3:15])[CH2:8]1

Participants

3

Reactant 2

HCID 1210533-PhenylbenzaldehydeHCID 69082640Ethyl 4-([1,1'-biphenyl]-2-yl)-4-amino-2-methylbutanoate

Product 1

HCID 690825175-([1,1'-Biphenyl]-2-yl)-1-([1,1'-biphenyl]-3-ylmethyl)-3-methylpyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of ethyl 4-([1,1′-biphenyl]-2-yl)-4-amino-2-methylbutanoate with commercially available [1,1′-biphenyl]-3-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=1.05 min.; [M+H]+: 417.80 g/mol.

Workup

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

Sources & evidence

ORD record
ord-ac5cae65df2842eaa69ec78487fcd972
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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