3-Phenylbenzaldehyde → 1-([1,1'-Biphenyl]-3-ylmethyl)-5-(2,4-dimethoxypyridin-3-yl)-3-methylpyrrolidin-2-one

HRID 594689Notes

Reaction equation

HRID 594689 reaction equation
[NH2:1][CH:2]([C:10]1[C:11]([O:18][CH3:19])=[N:12][CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH2:3][CH:4]([CH3:9])[C:5]([O:7]C)=O.[C:20]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:25]=[CH:24][CH:23]=[C:22]([CH:26]=O)[CH:21]=1>>[C:20]1([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][N:1]2[CH:2]([C:10]3[C:11]([O:18][CH3:19])=[N:12][CH:13]=[CH:14][C:15]=3[O:16][CH3:17])[CH2:3][CH:4]([CH3:9])[C:5]2=[O:7])[CH:21]=1

Participants

3

Reactant 2

HCID 1210533-PhenylbenzaldehydeHCID 69085168Methyl 4-amino-4-(2,4-dimethoxypyridin-3-yl)-2-methylbutanoate

Product 1

HCID 690837511-([1,1'-Biphenyl]-3-ylmethyl)-5-(2,4-dimethoxypyridin-3-yl)-3-methylpyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of methyl 4-amino-4-(2,4-dimethoxypyridin-3-yl)-2-methylbutanoate with commercially available [1,1′-biphenyl]-3-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.85 min.; [M+H]+: 402.99 g/mol.

Workup

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

Sources & evidence

ORD record
ord-1c75509d3c0f491689fda8813506b803
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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