2-Methyl-N,N-diethylbenzamide → 3-[2-(2-hydroxymethylpiperidin-1-yl)ethyl]-2H-isoquinolin-1-one

HRID 2373255Notes

Reaction equation

HRID 2373255 reaction equation
C([N:3]([CH2:13][CH3:14])[C:4](=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH3:11])C.[OH:15][CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][N:18]1[CH2:23]CC#N>>[OH:15][CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][N:18]1[CH2:23][CH2:14][C:13]1[NH:3][C:4](=[O:12])[C:5]2[C:6]([CH:11]=1)=[CH:7][CH:8]=[CH:9][CH:10]=2

Participants

3

Reactant 2

HCID 759452-Methyl-N,N-diethylbenzamideHCID 230821183-(2-Hydroxymethylpiperidin-1-yl)propionitrile

Product 1

HCID 104017483-[2-(2-hydroxymethylpiperidin-1-yl)ethyl]-2H-isoquinolin-1-oneYield 15.3%

Procedure

By the reaction in the same manner as in Example 1a, using N,N-diethyl-2-methylbenzamide (3.42 g) and 3-(2-hydroxymethylpiperidin-1-yl)propionitrile (1.51 g), 3-[2-(2-hydroxymethylpiperidin-1-yl)ethyl]-2H-isoquinolin-1-one (392 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-857bac65f91c4988b6f689ca1a50c266
Source dataset
uspto-grants-2008_12
Patent number
US07459465B2

Reaction notes

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