(4-Methoxyphenyl)boronic acid → N-(3-methyl-5-isoxazolyl)-4-(4-methoxyphenyl)benzenesulfonamide

HRID 378441Notes

Reaction equation

HRID 378441 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.[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=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:24]=[CH:25][C:20]([O:19][CH3:18])=[CH:21][CH:22]=3)=[CH:13][CH:12]=2)(=[O:10])=[O:9])[O:4][N:3]=1

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 15453181N-(3-methyl-5-isoxazolyl)-4-bromobenzenesulfonamide

Product 1

HCID 15453186N-(3-methyl-5-isoxazolyl)-4-(4-methoxyphenyl)benzenesulfonamideYield 82%

Procedure

N-(3-methyl-5-isoxazolyl)-4-(4-methoxyphenyl)benzenesulfonamide was prepared in the same manner as described in Example 14b, using N-(3-methyl-5-isoxazolyl)-4-bromobenzenesulfonamide (Example 14a) and 4-methoxybenzeneboronic acid resulting in an 82% yield of the final product, m.p. 194-196° C. The product was recrystallized using hexane/ethyl acetate.

Workup

  1. customN-(3-methyl-5-isoxazolyl)-4-(4-methoxyphenyl)benzenesulfonamide was prepared in the same manner

Sources & evidence

ORD record
ord-7f76b8e106524257a8958e80f1ff79fb
Source dataset
uspto-grants-2000_02
Patent number
US06030991

Reaction notes

Loading…