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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192836Generated: November 1, 2026

Water → HCID 59625513, compound

https://huagongshe.com/reaction/2192836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(Trifluoromethyl)anthranilic acidHCID 67869—
ReactantDiethyl cyanophosphonateHCID 76257—
ReactantHCID 59625412HCID 59625412—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 59625513HCID 5962551347.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

2-amino-4-(trifluoromethyl)benzoic acid (0.32 g) and tert-butyl 3-[(2-methylpropyl)amino]piperidine-1-carboxylate (0.4 g) were dissolved in 1,2-dichloroethane (20 ml), diethyl phosphorocyanidate (0.31 g) was added and the mixture was stirred at 70° C. overnight. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (0:10-1:1) was concentrated under reduced pressure to give the object compound (0.33 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329691B2
Source datasetuspto-grants-2012_12
ORD IDord-4a10b225424c4f489865be97580ed51b
Source noteuspto-grants-2012_12