Cesium fluoride → 4-{[4-(4-fluoro-phenyl)phenyl]methyl}-5-methyl-3-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-1H-pyrazole

참여 물질

역할	이름	HCID	투입량
반응물	Cesium fluoride	HCID 25953	—
반응물	4-Fluorophenylboronic acid	HCID 285645	—
반응물	4-[(4-bromophenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-1H-pyrazole	HCID 69134387	—
촉매	HCID 178418397	HCID 178418397	—
용매	Ethanol	HCID 702	—
용매	Water	HCID 962	—
용매	1,2-Dimethoxyethane	HCID 8071	—
생성물	4-{[4-(4-fluoro-phenyl)phenyl]methyl}-5-methyl-3-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-1H-pyrazole	HCID 69133844	60.1%

반응 조건

온도	85 °C

반응 단계

A mixture of 4-[(4-bromophenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (0.099 g), 4-fluorophenylboronic acid (0.046 g), cesium fluoride (0.050 g) and tetrakis(triphenylphosphine)palladium(0) (0.0038 g) in 1,2-dimethoxyethane (1.3 mL), ethanol (0.3 mL) and water (0.3 mL) was stirred at 85° C. for 18 hours. The reaction mixture was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=1/1-1/2-1/5) to give 4-{[4-(4-fluorophenyl)phenyl]methyl}-5-methyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (0.061 g).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07189702B2
출처 데이터셋	uspto-grants-2007_03
ORD ID	ord-7749cf2982a84cbab4c5e22772e989b7
출처 메모	uspto-grants-2007_03