6-(Bromomethyl)-1-methylquinolin-2(1H)-one → HCID 57050882, compound

HRID 1654504Notes

Reaction equation

HRID 1654504 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]([S:17][C:18]1([C:24]2[CH:29]=[C:28]([F:30])[CH:27]=[C:26]([OH:31])[CH:25]=2)[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1)[CH3:16]>>[CH2:15]([S:17][C:18]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)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1)[CH3:16]

Participants

3

Reactant 2

HCID 151990656-(Bromomethyl)-1-methylquinolin-2(1H)-oneHCID 20078097HCID 20078097, compound

Product 1

HCID 57050882HCID 57050882, compoundYield 40%

Procedure

Using a similar procedure to that described in Example 11, 6-bromomethyl-1-methyl-1,2-dihydroquinolin-2-one was reacted with 4-ethylthio-4-(5-fluoro-3-hydroxyphenyl)tetrahydropyran to give 4-ethylthio-4-[5-fluoro-3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]tetrahydropyran in 40% yield, m.p. 73°-75° C.

Sources & evidence

ORD record
ord-1b062f492dc541a9a2f89243a371a1c1
Source dataset
uspto-grants-1995_04
Patent number
US05407945

Reaction notes

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