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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726052Generated: November 1, 2026

Imidazole → methylphenylphosphinic acid 3-((E)-styryl)-1H-indazol-5-yl ester

https://huagongshe.com/reaction/1726052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
ReactantMethyl(phenyl)phosphinoyl chlorideHCID 21983—
Reactant3-styryl-1H-indazol-5-olHCID 68838723—
SolventDichloromethaneHCID 6344—
Productmethylphenylphosphinic acid 3-((E)-styryl)-1H-indazol-5-yl esterHCID 1142877028.7%

Reaction Steps

A solution of 20 mg of 3-styryl-1H-indazol-5-ol, 5.76 mg of imidazole and 20.7 mg of methylphenylphosphinic chloride in 5 ml of dichloromethane is stirred at ambient temperature. After stirring for approximately one hour, 5.76 mg of imidazole and 20.7 mg of methylphenylphosphinic chloride are added. The suspension is stirred at ambient temperature for approximately 18 hours. 10 mg of imidazole and 70 mg of methylphenylphosphinic chloride are added. After 30 hours at ambient temperature, the reaction medium is treated with 10 ml of distilled water. The aqueous phase is extracted with 2×10 ml of dichloromethane. The organic phase is dried over magnesium sulfate and concentrated under reduced pressure in a rotary evaporator. The reaction crude is purified by preparative LC/MS to obtain 9.1 mg of methylphenylphosphinic acid 3-((E)-styryl)-1H-indazol-5-yl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491710B2
Source datasetuspto-grants-2009_02
ORD IDord-619dbf0ab4d84c8fac3c44929f522b7f
Source noteuspto-grants-2009_02