N,N,2,3-tetramethylbenzamide → 3-[2-hydroxy-3-(pyrrolidin-1-yl)propyl]-5-methyl-2H-isoquinolin-1-one

HRID 1159515Notes

Reaction equation

HRID 1159515 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]([CH2:19][N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1)[CH2:16]C#N>>[OH:14][CH:15]([CH2:19][N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1)[CH2:16][C:13]1[NH:2][C:3](=[O:12])[C:4]2[C:5]([CH:11]=1)=[C:6]([CH3:10])[CH:7]=[CH:8][CH:9]=2

Participants

3

Reactant 2

HCID 22931034N,N,2,3-tetramethylbenzamideHCID 230820883-Hydroxy-4-(pyrrolidin-1-yl)butyronitrile

Product 1

HCID 104467113-[2-hydroxy-3-(pyrrolidin-1-yl)propyl]-5-methyl-2H-isoquinolin-1-oneYield 1.5%

Procedure

By the reaction in the same manner as in Example 1a, using N,N-dimethyl-2,3-dimethylbenzamide (2.65 g) and 3-hydroxy-4-(pyrrolidin-1-yl)butyronitrile (2.31 g), 3-[2-hydroxy-3-(pyrrolidin-1-yl)propyl]-5-methyl-2H-isoquinolin-1-one (0.066 g) was obtained.

Workup

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

Sources & evidence

ORD record
ord-71bde12cf80c48049081ca71b2fc8cfc
Source dataset
uspto-grants-2010_10
Patent number
US07812178B2

Reaction notes

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