2-(Chloromethyl)quinoline → 7-Methyl-3-[(quinolin-2-yl)methoxy]-7,8-dihydroquinolin-5(6H)-one

HRID 1276302Notes

Reaction equation

HRID 1276302 reaction equation
[OH:1][C:2]1[CH:3]=[N:4][C:5]2[CH2:6][CH:7]([CH3:13])[CH2:8][C:9](=[O:12])[C:10]=2[CH:11]=1.Cl[CH2:15][C:16]1[CH:25]=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=1>>[CH3:13][CH:7]1[CH2:6][C:5]2[N:4]=[CH:3][C:2]([O:1][CH2:15][C:16]3[CH:25]=[CH:24][C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]=3)=[CH:11][C:10]=2[C:9](=[O:12])[CH2:8]1

Participants

3

Reactant 2

HCID 203942-(Chloromethyl)quinolineHCID 14422734123094-71-3

Product 1

HCID 144227357-Methyl-3-[(quinolin-2-yl)methoxy]-7,8-dihydroquinolin-5(6H)-oneYield 67%

Procedure

By the method of Example 1, 7,8-dihydro-3-hydroxy-7-methyl-5 (6H)-quinolone and 2-chloromethylquinoline were converted to present title product in 67% yield, m.p. 141-144° C.

Sources & evidence

ORD record
ord-21af49af85e34430beec5efffb90fe51
Source dataset
uspto-grants-2000_12
Patent number
US06166031

Reaction notes

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