6-(Bromomethyl)-1-methylquinolin-2(1H)-one → HCID 57121139, compound

HRID 1656491Notes

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.[C:15]([S:19][C:20]1([C:26]2[CH:31]=[C:30]([F:32])[CH:29]=[C:28]([OH:33])[CH:27]=2)[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1)([CH3:18])([CH3:17])[CH3:16]>>[C:15]([S:19][C:20]1([C:26]2[CH:31]=[C:30]([F:32])[CH:29]=[C:28]([O:33][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:27]=2)[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1)([CH3:18])([CH3:16])[CH3:17]

Participants

Reactant 2

HCID 151990656-(Bromomethyl)-1-methylquinolin-2(1H)-one

HCID 20078109HCID 20078109, compound

Product 1

HCID 57121139HCID 57121139, compoundYield 30%

Procedure

Using a similar procedure to that described in Example 11, 6-bromomethyl-1-methyl-1,2-dihydroquinolin-2-one was reacted with 4-tert-butylthio-4-(5-fluoro-3-hydroxyphenyl)tetrahydropyran to give 4-tert-butylthio-4-[5-fluoro-3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]tetrahydropyran in 30% yield, m.p. 54°-56° C.

Sources & evidence

ORD record: ord-fdd5f97b9c1e488eac815cc7c2717082
Source dataset: uspto-grants-1993_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05254581

Reaction notes

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