3-(Pyridin-2-yl)benzaldehyde → 6-(3,5-Dimethoxypyridin-4-yl)-1-(3-(pyridin-2-yl)benzyl)piperidin-2-one

HRID 594481Notes

Reaction equation

HRID 594481 reaction equation
[NH2:1][CH:2]([C:10]1[C:15]([O:16][CH3:17])=[CH:14][N:13]=[CH:12][C:11]=1[O:18][CH3:19])[CH2:3][CH2:4][CH2:5][C:6]([O:8]C)=O.[N:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH:29]=O>>[CH3:19][O:18][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([O:16][CH3:17])[C:10]=1[CH:2]1[N:1]([CH2:29][C:28]2[CH:31]=[CH:32][CH:33]=[C:26]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][N:20]=3)[CH:27]=2)[C:6](=[O:8])[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 37100393-(Pyridin-2-yl)benzaldehydeHCID 69082669Methyl 5-amino-5-(3,5-dimethoxypyridin-4-yl)pentanoate

Product 1

HCID 690844016-(3,5-Dimethoxypyridin-4-yl)-1-(3-(pyridin-2-yl)benzyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 1 (GP1) by reaction of methyl 5-amino-5-(3,5-dimethoxypyridin-4-yl)pentanoate with commercially available 3-(pyridin-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.42 min.; [M+H]+: 403.73 g/mol.

Workup

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

Sources & evidence

ORD record
ord-28dbee3d84824c848836c0ea19e58a7b
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

Loading…