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

HRID 594471Notes

Reaction equation

HRID 594471 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][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[C:10]([CH:2]2[N:1]([CH2:28][C:27]3[CH:30]=[CH:31][CH:32]=[C:25]([C:21]4[S:20][CH:24]=[CH:23][N:22]=4)[CH:26]=3)[C:6](=[O:8])[CH2:5][CH2:4][CH2:3]2)=[C:15]([O:16][CH3:17])[CH:14]=[CH:13][N:12]=1

Participants

3

Reactant 2

HCID 185257253-(1,3-Thiazol-2-yl)benzaldehydeHCID 69082421Methyl 5-amino-5-(2,4-dimethoxypyridin-3-yl)pentanoate

Product 1

HCID 690842916-(2,4-Dimethoxypyridin-3-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-(2,4-dimethoxypyridin-3-yl)pentanoate with commercially available 3-(thiazol-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.68 min.; [M+H]+: 409.86 g/mol.

Workup

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

Sources & evidence

ORD record
ord-c3cd07ee34704b89b43e9537b824dff4
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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