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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452504Generated: October 30, 2026

Water → HCID 66784444, compound

https://huagongshe.com/reaction/452504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylacetamideHCID 31374—
ReactantAzane;hydrateHCID 12896473—
ReactantHCID 66785625HCID 66785625—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystZincHCID 23994—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 66784444HCID 66784444—

Reaction Conditions

Temperature100 °C

Reaction Steps

In a solution of 0.19 g of 4-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-iodo-N-(2-pyridylmethyl)benzoic acid amide (Compound of the present invention No. 5-065) synthesized similarly to Synthetic Example 4 in 10 ml of dimethylacetamide, 36.0 mg of zinc cyanide, 4.8 mg of zinc, 11.0 mg of tris(dibenzylideneacetone)dipalladium and 13.5 mg of 1,1′-bis(diphenylphosphino)ferrocene were added, and stirred under nitrogen atmosphere at 80 to 120° C. for 5 hours. After the completion of the reaction, 30 ml of ammonia water and 20 ml of water were added in the reaction mixture, and extracted with ethyl acetate (50 ml×1). The organic phase was washed with 30 ml of water, dehydrated with saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified with silica gel column chromatography that was eluated with ethylacetate-hexane (2:1), and 0.05 g of the aimed product was obtained as brown resinous substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492311B2
Source datasetuspto-grants-2013_07
ORD IDord-15d700be393c4436be51440f45e5b0f7
Source noteuspto-grants-2013_07