4-(tert-Butylaminosulphonyl)benzeneboronic acid → HCID 67448894, compound

HRID 1853756Notes

Reaction equation

HRID 1853756 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].[C:18]([NH:22][S:23]([C:26]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=1)(=[O:25])=[O:24])([CH3:21])([CH3:20])[CH3:19]>>[C:18]([NH:22][S:23]([C:26]1[CH:31]=[CH:30][C:29]([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:28][CH:27]=1)(=[O:25])=[O:24])([CH3:21])([CH3:19])[CH3:20]

Participants

3

Reactant 2

HCID 221071704-(tert-Butylaminosulphonyl)benzeneboronic acidHCID 674491399-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one

Product 1

HCID 67448894HCID 67448894, compoundYield 60.7%

Procedure

Following General Procedure B, 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one (5.0 g, 16 mmol) was reacted with 4-(N-tert-butylsulfamoyl)phenylboronic acid (5.4 g, 21 mmol) to afford the desired product (4.3 g, 60%) as a yellow solid: ESI MS m/z [C22H22N2O4S2+H]+.

Sources & evidence

ORD record
ord-3968a90e920d4cea83b4fade1d4bc6f7
Source dataset
uspto-grants-2015_02
Patent number
US08962648B2

Reaction notes

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