3-Phenylbenzaldehyde → 1-([1,1'-Biphenyl]-3-ylmethyl)-6-(4,6-dimethoxypyrimidin-5-yl)piperidin-2-one

HRID 594651Notes

Reaction equation

HRID 594651 reaction equation
[NH2:1][CH:2]([C:10]1[C:11]([O:18][CH3:19])=[N:12][CH:13]=[N:14][C:15]=1[O:16][CH3:17])[CH2:3][CH2:4][CH2:5][C:6]([O:8]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]=[N:14][C:15]=3[O:16][CH3:17])[CH2:3][CH2:4][CH2:5][C:6]2=[O:8])[CH:21]=1

Participants

3

Reactant 2

HCID 1210533-PhenylbenzaldehydeHCID 69082521Methyl 5-amino-5-(4,6-dimethoxypyrimidin-5-yl)pentanoate

Product 1

HCID 690837481-([1,1'-Biphenyl]-3-ylmethyl)-6-(4,6-dimethoxypyrimidin-5-yl)piperidin-2-one

Procedure

Prepared according to the described general procedure 1 (GP1) by reaction of methyl 5-amino-5-(4,6-dimethoxypyrimidin-5-yl)pentanoate with commercially available [1,1′-biphenyl]-3-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.86 min.; [M+H]+: 403.96 g/mol.

Workup

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

Sources & evidence

ORD record
ord-bd798b3a84bb4d77925ce98c1cfb8e54
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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