6-(Bromomethyl)-1-methylquinolin-2(1H)-one → HCID 44275549, compound

HRID 1656494Notes

Reaction equation

HRID 1656494 reaction equation
Br[CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH3:13])[C:8](=[O:14])[CH:7]=[CH:6]2.[F:15][C:16]1[CH:17]=[C:18]([OH:28])[CH:19]=[C:20]([CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH:21]=1>>[F:15][C:16]1[CH:17]=[C:18]([O:28][CH2:2][C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][CH:12]=2)[N:9]([CH3:13])[C:8](=[O:14])[CH:7]=[CH:6]3)[CH:19]=[C:20]([CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH:21]=1

Participants

3

Reactant 2

HCID 151990656-(Bromomethyl)-1-methylquinolin-2(1H)-oneHCID 20078108HCID 20078108, compound

Product 1

HCID 44275549HCID 44275549, compoundYield 46%

Procedure

Using a similar procedure to that described in Example 14, 6-bromomethyl-1-methyl-1,2-dihydroquinolin-2-one was reacted with 4-(5-fluoro-3-hydroxyphenyl)-3,4,5,6-tetrahydro-2H-pyran to give 4-[5-fluoro-3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]-3,4,5,6-tetrahydro-2H-pyran in 46% yield, m.p. 126°-127° C.

Sources & evidence

ORD record
ord-323bf311ff2e49059fcec0f16bf1e22b
Source dataset
uspto-grants-1993_10
Patent number
US05254581

Reaction notes

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