B-[4-[1-(Dimethylamino)ethyl]phenyl]boronic acid → HCID 67448087, compound

HRID 1853785Notes

Reaction equation

HRID 1853785 reaction equation
Br[C:2]1[C:3]2[C:4]3[CH:17]=[CH:16][S:15][C:5]=3[C:6](=[O:14])[NH:7][C:8]=2[CH:9]=[CH:10][C:11]=1[O:12][CH3:13].[CH3:18][N:19]([CH3:31])[CH:20]([C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1)[CH3:21]>>[CH3:31][N:19]([CH3:18])[CH:20]([C:22]1[CH:27]=[CH:26][C:25]([C:2]2[C:3]3[C:4]4[CH:17]=[CH:16][S:15][C:5]=4[C:6](=[O:14])[NH:7][C:8]=3[CH:9]=[CH:10][C:11]=2[O:12][CH3:13])=[CH:24][CH:23]=1)[CH3:21]

Participants

3

Reactant 2

HCID 45791080B-[4-[1-(Dimethylamino)ethyl]phenyl]boronic acidHCID 674491399-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one

Product 1

HCID 67448087HCID 67448087, compoundYield 60.5%

Procedure

Following General Procedure B, 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one (1.5 g, 4.8 mmol) was reacted with 4-[1-(dimethylamino)ethyl]phenylboronic acid (1.5 g, 6.3 mmol) to afford the desired product (1.1 g, 58%) as a white solid: ESI MS m/z 379 [C22H22N2O2S+H]+.

Sources & evidence

ORD record
ord-797896f0420f4b778076a4187fd508bd
Source dataset
uspto-grants-2015_02
Patent number
US08962648B2

Reaction notes

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