6-(Bromomethyl)-1-methylquinolin-2(1H)-one → HCID 57201800, compound

HRID 654822Notes

Reaction equation

HRID 654822 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.[OH:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2([O:28][CH3:29])[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[CH:18][C:17]=1[O:30][CH3:31]>>[CH3:13][N:9]1[C:10]2[C:5](=[CH:4][C:3]([CH2:2][O:15][C:16]3[CH:21]=[CH:20][C:19]([C:22]4([O:28][CH3:29])[CH2:23][CH2:24][O:25][CH2:26][CH2:27]4)=[CH:18][C:17]=3[O:30][CH3:31])=[CH:12][CH:11]=2)[CH:6]=[CH:7][C:8]1=[O:14]

Participants

3

Reactant 2

HCID 151990656-(Bromomethyl)-1-methylquinolin-2(1H)-oneHCID 20081945HCID 20081945, compound

Product 1

HCID 57201800HCID 57201800, compoundYield 49%

Procedure

Using the procedure described in Example 1, 6-bromomethyl-1,2-dihydro-1-methylquinolin-2-one was reacted with 4-(4-hydroxy-3-methoxyphenyl)-4-methoxytetrahydropyran to give 4-[4-(1,2-dihydro-1-methyl-2-oxoquinolin-6-ylmethoxy)-3-methoxyphenyl]-4-methoxytetrahydropyran in 49% yield, m.p. 172°-173° C. (recrystallised from ethyl acetate).

Sources & evidence

ORD record
ord-500ffd6f1d9d449ea3095fbb03f128c2
Source dataset
uspto-grants-1992_07
Patent number
US05134148

Reaction notes

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