(4-Methanesulfonamidophenyl)boronic acid → HCID 67447346, compound

HRID 1853763Notes

Reaction equation

HRID 1853763 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][S:19]([NH:22][C:23]1[CH:28]=[CH:27][C:26](B(O)O)=[CH:25][CH:24]=1)(=[O:21])=[O:20]>>[CH3:13][O:12][C:11]1[CH:10]=[CH:9][C:8]2[NH:7][C:6](=[O:14])[C:5]3[S:15][CH:16]=[CH:17][C:4]=3[C:3]=2[C:2]=1[C:26]1[CH:25]=[CH:24][C:23]([NH:22][S:19]([CH3:18])(=[O:20])=[O:21])=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 2773537(4-Methanesulfonamidophenyl)boronic acidHCID 674491399-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one

Product 1

HCID 67447346HCID 67447346, compoundYield 99.9%

Procedure

Following Step 1 from General Procedure B, 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one (50 mg, 0.10 mmol) was reacted with 4-(methylsulfonamido)phenylboronic acid (52 mg, 0.24 mmol) to afford the desired product (40 mg, 62%) as a brown solid: ESI MS m/z 400 [C19H16N2O4S2+H]+.

Sources & evidence

ORD record
ord-57c1cf23433848eca57566a7fab73912
Source dataset
uspto-grants-2015_02
Patent number
US08962648B2

Reaction notes

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