3-(4-Hydroxypiperidin-1-yl)propanenitrile → 3-[2-(4-hydroxypiperidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one

HRID 2373268Notes

Reaction equation

HRID 2373268 reaction equation
C[N:2]([CH3:13])[C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:5]=1[CH3:11].[OH:14][CH:15]1[CH2:20][CH2:19][N:18]([CH2:21][CH2:22]C#N)[CH2:17][CH2:16]1>>[OH:14][CH:15]1[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][C:13]2[NH:2][C:3](=[O:12])[C:4]3[C:5]([CH:11]=2)=[C:6]([CH3:10])[CH:7]=[CH:8][CH:9]=3)[CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 127257493-(4-Hydroxypiperidin-1-yl)propanenitrileHCID 22931034N,N,2,3-tetramethylbenzamide

Product 1

HCID 211004783-[2-(4-hydroxypiperidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-oneYield 9.2%

Procedure

By the reaction in the same manner as in Example 1a, using N,N-dimethyl-2,3-dimethylbenzamide (5.6095 g) and 3-(4-hydroxypiperidin-1-yl)propionitrile (2.44 g), 3-[2-(4-hydroxypiperidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one (418.2 mg) was obtained.

Workup

  1. customBy the reaction in the same manner as in Example 1a

Sources & evidence

ORD record
ord-3891666a47864b64b55a90a5f5919078
Source dataset
uspto-grants-2008_12
Patent number
US07459465B2

Reaction notes

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