(2H-1,3-benzodioxol-5-yl)boronic acid → N-(3-methyl-5-isoxazolyl)-4-(3,4-methylenedioxyphenyl)benzenesulfonamide

HRID 378446Notes

Reaction equation

HRID 378446 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([NH:7][S:8]([C:11]2[CH:16]=[CH:15][C:14](Br)=[CH:13][CH:12]=2)(=[O:10])=[O:9])[O:4][N:3]=1.[CH2:18]1[O:26][C:25]2[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][C:20]=2[O:19]1>>[CH3:1][C:2]1[CH:6]=[C:5]([NH:7][S:8]([C:11]2[CH:16]=[CH:15][C:14]([C:23]3[CH:22]=[CH:21][C:20]4[O:19][CH2:18][O:26][C:25]=4[CH:24]=3)=[CH:13][CH:12]=2)(=[O:10])=[O:9])[O:4][N:3]=1

Participants

3

Reactant 2

HCID 2734371(2H-1,3-benzodioxol-5-yl)boronic acidHCID 15453181N-(3-methyl-5-isoxazolyl)-4-bromobenzenesulfonamide

Product 1

HCID 15453196N-(3-methyl-5-isoxazolyl)-4-(3,4-methylenedioxyphenyl)benzenesulfonamideYield 67%

Procedure

N-(3-methyl-5-isoxazolyl)-4-(3,4-methylenedioxyphenyl)benzenesul-fonamide was prepared in the same manner as described in Example 14b, using N-(3-methyl-5-isoxazolyl)-4-bromobenzenesulfonamide and 3,4-methylenedioxyphenylboronic acid resulting in a 67% yield of final product.

Workup

  1. customN-(3-methyl-5-isoxazolyl)-4-(3,4-methylenedioxyphenyl)benzenesul-fonamide was prepared in the same manner

Sources & evidence

ORD record
ord-37fdff09c59e40468350df8c8b518c4b
Source dataset
uspto-grants-2000_02
Patent number
US06030991

Reaction notes

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