N,N-Diethyl-2,3-dimethylbenzamide → 3-[2-(3-hydroxypyrrolidin-1-yl)ethyl]-2H-isoquinolin-1-one

HRID 2373253Notes

Reaction equation

HRID 2373253 reaction equation
C([N:3]([CH2:14][CH3:15])[C:4](=[O:13])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7](C)[C:6]=1[CH3:12])C.[OH:16][CH:17]1[CH2:21][CH2:20][N:19]([CH2:22]CC#N)[CH2:18]1>>[OH:16][CH:17]1[CH2:21][CH2:20][N:19]([CH2:22][CH2:15][C:14]2[NH:3][C:4](=[O:13])[C:5]3[C:6]([CH:12]=2)=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH2:18]1

Participants

3

Reactant 2

HCID 15621069N,N-Diethyl-2,3-dimethylbenzamideHCID 230820993-(3-Hydroxypyrrolidin-1-yl)propanenitrile

Product 1

HCID 103778103-[2-(3-hydroxypyrrolidin-1-yl)ethyl]-2H-isoquinolin-1-oneYield 13.5%

Procedure

By the reaction in the same manner as in Example 1a, using N,N-diethyl-2,3-dimethylbenzamide (4.347 g) and 3-(3-hydroxypyrrolidin-1-yl)propionitrile (1.6 g), 3-[2-(3-hydroxypyrrolidin-1-yl)ethyl]-2H-isoquinolin-1-one (397.6 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-a09bb2cc87544dc38230e6bc01e372a8
Source dataset
uspto-grants-2008_12
Patent number
US07459465B2

Reaction notes

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