6-(Bromomethyl)-1-methylquinolin-2(1H)-one → HCID 15641069, compound

HRID 1656497Notes

Reaction equation

HRID 1656497 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.[CH2:15]([C:17]1([C:24]2[CH:29]=[C:28]([F:30])[CH:27]=[C:26]([OH:31])[CH:25]=2)[CH2:22][CH2:21][O:20][CH:19]([CH3:23])[CH2:18]1)[CH3:16]>>[CH2:15]([C:17]1([C:24]2[CH:29]=[C:28]([F:30])[CH:27]=[C:26]([O:31][CH2:2][C:3]3[CH:4]=[C:5]4[C:10](=[CH:11][CH:12]=3)[N:9]([CH3:13])[C:8](=[O:14])[CH:7]=[CH:6]4)[CH:25]=2)[CH2:22][CH2:21][O:20][CH:19]([CH3:23])[CH2:18]1)[CH3:16]

Participants

3

Reactant 2

HCID 151990656-(Bromomethyl)-1-methylquinolin-2(1H)-oneHCID 20078118HCID 20078118, compound

Product 1

HCID 15641069HCID 15641069, compoundYield 52%

Procedure

Using a similar procedure to that described in Example 14, 6-bromomethyl-1-methyl-1,2-dihydroquinolin-2-one was reacted with (2RS,4RS)-4-ethyl-4-(5-fluoro-3-hydroxyphenyl)-2-methyltetrahydropyran to give (2RS,4RS)-4-ethyl-4-[5-fluoro-3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]-2-methyltetrahydropyran in 52% yield, m.p. 99° C.

Sources & evidence

ORD record
ord-141d49601a95459498cdb5dbb600b014
Source dataset
uspto-grants-1993_10
Patent number
US05254581

Reaction notes

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