N,N-Diethyl-2,3-dimethylbenzamide → HCID 58863417, compound

HRID 2373293Notes

Reaction equation

HRID 2373293 reaction equation
[OH:1][CH2:2][C@H:3]1[C@@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[CH2:10][CH2:11][C:12]#[N:13].C(N(CC)[C:17](=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:19]=1[CH3:25])C>>[OH:1][CH2:2][C@H:3]1[C@@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[CH2:10][CH2:11][C:12]1[NH:13][C:17](=[O:26])[C:18]2[C:19]([CH:25]=1)=[C:20]([CH3:24])[CH:21]=[CH:22][CH:23]=2

Participants

3

Reactant 2

HCID 15621069N,N-Diethyl-2,3-dimethylbenzamideHCID 68644192HCID 68644192, compound

Product 1

HCID 58863417HCID 58863417, compound

Procedure

In the same manner as in Example 10b (a) and using cis-2-hydroxymethyl-3-methylpiperidine described in J. Heterocycl. Chem., sol. 9, pp. 875-878 (1972), 3-(cis-2-hydroxymethyl-3-methylpiperidin-1-yl)propionitrile is obtained. In the same manner as in Example 1b (e) and using 3-(Cis-2-hydroxymethyl-3-methylpiperidin-1-yl)propionitrile and N,N-diethyl-2,3-dimethylbenzamide, 3-[2-(cis-2-hydroxymethyl-3-methylpiperidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one is obtained.

Sources & evidence

ORD record
ord-a2ae6ac991dc4fef8bdf8fb5585a18e2
Source dataset
uspto-grants-2008_12
Patent number
US07459465B2

Reaction notes

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