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

HRID 594670Notes

Reaction equation

HRID 594670 reaction equation
[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([NH2:14])[CH2:8][CH2:9][C:10]([O:12]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:1]1([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]1[N:14]([CH2:27][C:23]2[CH:22]=[C:21]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH:26]=[CH:25][CH:24]=2)[C:10](=[O:12])[CH2:9][CH2:8]1

Participants

3

Reactant 2

HCID 1210533-PhenylbenzaldehydeHCID 69084601Methyl 4-([1,1'-biphenyl]-2-yl)-4-aminobutanoate

Product 1

HCID 690850285-([1,1'-Biphenyl]-2-yl)-1-([1,1'-biphenyl]-3-ylmethyl)pyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of methyl 4-([1,1′-biphenyl]-2-yl)-4-aminobutanoate with commercially available [1,1′-biphenyl]-3-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=1.01 min.; [M+H]+: 403.91 g/mol.

Workup

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

Sources & evidence

ORD record
ord-382eedc3d06841ab89fbd0ff5fe5045d
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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