6-Hydroxy-1-naphthoic acid → 6-(8-Methylquinolin-4-yloxy)-1-naphthoic acid

HRID 1509987Notes

Reaction equation

HRID 1509987 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([C:12]([OH:14])=[O:13])=[CH:7][CH:6]=[CH:5]2.Cl[C:16]1[C:25]2[C:20](=[C:21]([CH3:26])[CH:22]=[CH:23][CH:24]=2)[N:19]=[CH:18][CH:17]=1>>[CH3:26][C:21]1[CH:22]=[CH:23][CH:24]=[C:25]2[C:20]=1[N:19]=[CH:18][CH:17]=[C:16]2[O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([C:12]([OH:14])=[O:13])=[CH:7][CH:6]=[CH:5]2

Participants

3

Reactant 2

HCID 54638006-Hydroxy-1-naphthoic acidHCID 123263354-Chloro-8-methylquinoline

Product 1

HCID 595905556-(8-Methylquinolin-4-yloxy)-1-naphthoic acidYield 55%

Procedure

The title compound (1.25 g, 55% yield) was prepared as a brown solid from 6-hydroxy-1-naphthoic acid (1.43 g, 7.6 mmol) and 4-chloro-8-methylquinoline (1.62 g, 9.14 mmol) by an analogous procedure to that described in example 1. LC-MS (m/z) 330 (M+1).

Sources & evidence

ORD record
ord-465f88e34e16456e94613281996cfd5d
Source dataset
uspto-grants-2012_07
Patent number
US08211901B2

Reaction notes

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