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

HRID 594479Notes

Reaction equation

HRID 594479 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.[S:20]1[CH:24]=[CH:23][N:22]=[C:21]1[C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH:28]=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]([CH2:28][C:27]2[CH:30]=[CH:31][CH:32]=[C:25]([C:21]3[S:20][CH:24]=[CH:23][N:22]=3)[CH:26]=2)[C:6](=[O:8])[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 185257253-(1,3-Thiazol-2-yl)benzaldehydeHCID 69082669Methyl 5-amino-5-(3,5-dimethoxypyridin-4-yl)pentanoate

Product 1

HCID 690838236-(3,5-Dimethoxypyridin-4-yl)-1-(3-(thiazol-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-(thiazol-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.52 min.; [M+H]+: 409.72 g/mol.

Workup

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

Sources & evidence

ORD record
ord-24ce47d0df96461ba739275256596f57
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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