2-Phenyl-1,3-thiazole-4-carbaldehyde → 6-(3,5-Dimethoxypyridin-4-yl)-1-((2-phenylthiazol-4-yl)methyl)piperidin-2-one

HRID 594482Notes

Reaction equation

HRID 594482 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.[C:20]1([C:26]2[S:27][CH:28]=[C:29]([CH:31]=O)[N:30]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[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]([CH2:31][C:29]2[N:30]=[C:26]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[S:27][CH:28]=2)[C:6](=[O:8])[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 7365242-Phenyl-1,3-thiazole-4-carbaldehydeHCID 69082669Methyl 5-amino-5-(3,5-dimethoxypyridin-4-yl)pentanoate

Product 1

HCID 690826076-(3,5-Dimethoxypyridin-4-yl)-1-((2-phenylthiazol-4-yl)methyl)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 2-phenylthiazole-4-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.56 min.; [M+H]+: 409.95 g/mol.

Workup

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

Sources & evidence

ORD record
ord-539dc8879b104068bde6245e12dfe591
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

Loading…