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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444893Generated: October 30, 2026

Water → HCID 66784444, compound

https://huagongshe.com/reaction/1444893

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—
CatalystTris(dibenzylideneacetone) dipalladiumHCID 9832798—
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 numberUS07662972B2
Source datasetuspto-grants-2010_02
ORD IDord-14c113473e9f45279cc76d7a2f44e149
Source noteuspto-grants-2010_02