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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 369895Generated: October 30, 2026

Hydrochloric Acid → HCID 86755974, compound

https://huagongshe.com/reaction/369895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant1-Methyl-4-(piperidin-4-yl)piperazineHCID 795707—
ReactantHCID 54214798HCID 54214798—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 86755974HCID 86755974—

Reaction Steps

To a solution of 2-[2-isopropyl-4-(3-carboxyacryloyl)phenoxymethylcarbonylamino]benzothiazole (0.97 g) in dimethylformamide (10 ml) are added dropwise 4-(4-methyl-1-piperazinyl)piperidine (0.65 g) and diethyl cyanophosphate (0.6 ml) at room temperature. To the mixture is added triethylamine (0.5 ml), and the mixture is stirred at room temperature for 10 minutes. To the mixture is added water, and the mixture is extracted with ethyl acetate. The extract is washed with water, dried, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (solvent; dichloromethane:methanol=100:1→10:1). The compound thus obtained is converted into a hydrochloride thereof in ethanol by a conventional method, and recrystallized from ethanol-diethyl ether to give 2-{2-isopropyl-4-[3-[4-(4-methyl-1-piperazinyl)-1-piperidinylcarbonyl]acryloyl]phenoxymethylcarbonylamino}benzothiazole dihydrochloride (0.45 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06140330
Source datasetuspto-grants-2000_10
ORD IDord-81782401485c464a84c68d66f4746be0
Source noteuspto-grants-2000_10