Diethyl Ether → 5-[5-(4-bromophenyl)-4-chloro-3-(trifluoromethyl)-1H-pyrazol-1-yl]-2-pyridinesulfonamide

To a solution of 5-[5-(4-bromophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-2-pyridinesulfonamide (350 mg, 0.783 mmol) in N,N-dimethylformamide (12 ml) was added N-chlorosuccinimide (1.05 g, 7.83 mmol) at room temperature. After the mixture was stirred for 18 hr, 1.05 g of N-chlorosuccinimide was added. The resulting mixture was stirred for further 36 hr. 20 ml of saturated aqueous sodium thiosulfate and 50 ml of diethyl ether were added and the two-phase-mixture was stirred for 0.5 hr. The separated organic layer was washed with water (20 ml×3) and dried over magnesium sulfate. Removal of solvent gave a pale yellow gum, which was chromatographed on a column of silica gel (50 g) eluting with ethyl acetate/hexane (1:3) to afford 236 mg (63%) of the title compound as a white solid.

1. stirringThe resulting mixture was stirred for further 36 hr
2. stirringthe two-phase-mixture was stirred for 0.5 hr
3. washThe separated organic layer was washed with water (20 ml×3)
4. dry with materialdried over magnesium sulfate
5. customRemoval of solvent
6. customgave a pale yellow gum, which
7. customwas chromatographed on a column of silica gel (50 g)
8. washeluting with ethyl acetate/hexane (1:3)

ORD 기록

ord-086ee2dbd309416896d9a2cff6cfea6c

출처 데이터셋

uspto-grants-2003_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06603008B1