6-(Bromomethyl)-1-methylquinolin-2(1H)-one → HCID 20081976, compound

HRID 2254587Notes

Reaction equation

HRID 2254587 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.[NH2:15][C:16]1[CH:17]=[C:18]([C:23]2([O:30][CH3:31])[CH2:28][CH2:27][O:26][CH:25]([CH3:29])[CH2:24]2)[CH:19]=[C:20]([OH:22])[CH:21]=1>>[CH3:13][N:9]1[C:10]2[C:5](=[CH:4][C:3]([CH2:2][NH:15][C:16]3[CH:17]=[C:18]([C:23]4([O:30][CH3:31])[CH2:28][CH2:27][O:26][CH:25]([CH3:29])[CH2:24]4)[CH:19]=[C:20]([OH:22])[CH:21]=3)=[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 20081948HCID 20081948, compound

Product 1

HCID 20081976HCID 20081976, compoundYield 46%

Procedure

Using the procedure described in Example 1, 6-bromomethyl-1,2-dihydro-1-methylquinolin-2-one was reacted with (2RS, 4RS)-4-(3-amino-5-hydroxyphenyl)-4-methoxy-2-methyltetrahydropyran to give (2RS, 4RS)-4-[3-(1,2-dihydro-1-methyl-2-oxoquinolin-6-ylmethylamino)-5-hydroxyphenyl]-4-methoxy-2-methyltetrahydropyran in 46% yield, as an oil.

Sources & evidence

ORD record
ord-f30daf4bf31348eda3e62e5a3b0c48bd
Source dataset
uspto-grants-1993_08
Patent number
US05236919

Reaction notes

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