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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491768Generated: October 31, 2026

Hydrochloric Acid → HCID 178474845, compound

https://huagongshe.com/reaction/491768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 178499403HCID 178499403—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178474845HCID 17847484580.1%

Reaction Steps

Trans-3-[4-(N-acetyl-N-methylamino)cyclohexylcarbonylamino]-5-methoxycarbonylmethyl-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide (2.95 g) obtained in Example 2 is suspended in tetrahydrofuran (65 ml), and thereto is added lithium borohydride (238 mg), and the mixture is stirred at room temperature for 12 hours. To the reaction solution is poured 10% hydrochloric acid under ice-cooling, and the mixture is stirred at room temperature for 15 minutes. Subsequently, the reaction solution is neutralized with a saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer is washed with a saturated brine, dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The resulting residue is purified by NH-silica gel column chromatography (eluent: ethyl acetate, then chloroform/methanol=40/1), and the resulting residue is suspended in diethyl ether. The precipitates are collected by filtration to give the title compound (2.24 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531537B2
Source datasetuspto-grants-2009_05
ORD IDord-6694e9ce84e444f68951d2b8a651a6d5
Source noteuspto-grants-2009_05