6-(1H-Pyrazol-1-yl)-2-pyridinecarboxaldehyde → 1-((6-(1H-pyrazol-1-yl)pyridin-2-yl)methyl)-6-(3,5-dimethoxypyridin-4-yl)piperidin-2-one

HRID 594484Notes

Reaction equation

HRID 594484 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([C:25]2[N:30]=[C:29]([CH:31]=O)[CH:28]=[CH:27][CH:26]=2)[CH:24]=[CH:23][CH:22]=[N:21]1>>[N:20]1([C:25]2[N:30]=[C:29]([CH2:31][N:1]3[CH:2]([C:10]4[C:15]([O:16][CH3:17])=[CH:14][N:13]=[CH:12][C:11]=4[O:18][CH3:19])[CH2:3][CH2:4][CH2:5][C:6]3=[O:8])[CH:28]=[CH:27][CH:26]=2)[CH:24]=[CH:23][CH:22]=[N:21]1

Participants

3

Reactant 2

HCID 105114076-(1H-Pyrazol-1-yl)-2-pyridinecarboxaldehydeHCID 69082669Methyl 5-amino-5-(3,5-dimethoxypyridin-4-yl)pentanoate

Product 1

HCID 690809591-((6-(1H-pyrazol-1-yl)pyridin-2-yl)methyl)-6-(3,5-dimethoxypyridin-4-yl)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 6-(1H-pyrazol-1-yl)picolinaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.49 min.; [M+H]+: 393.79 g/mol.

Workup

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

Sources & evidence

ORD record
ord-4d109b9508a345fab2c75fae0e89054d
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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