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

HRID 2373250Notes

Reaction equation

HRID 2373250 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][CH:16]1[CH2:20][CH2:19][N:18]([CH2:21][CH2:22]CC#N)[CH2:17]1>>[OH:15][CH:16]1[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][CH2:14][C:13]2[NH:3][C:4](=[O:12])[C:5]3[C:6]([CH:11]=2)=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH2:17]1

Participants

3

Reactant 2

HCID 759452-Methyl-N,N-diethylbenzamideHCID 230821124-(3-Hydroxypyrrolidin-1-yl)butanenitrile

Product 1

HCID 100388913-[3-(3-hydroxypyrrolidin-1-yl)propyl]-2H-isoquinolin-1-oneYield 20.2%

Procedure

By the reaction in the same manner as in Example 1a, using N,N-diethyl-2-methylbenzamide (3.45 g) and 4-(3-hydroxypyrrolidin-1-yl)butyronitrile (1.5 g), 3-[3-(3-hydroxypyrrolidin-1-yl)propyl]-2H-isoquinolin-1-one (536.3 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-51da616ac0e745cd9f6e37d192182336
Source dataset
uspto-grants-2008_12
Patent number
US07459465B2

Reaction notes

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