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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2257672Generated: October 30, 2026

Methyl chloroformate → HCID 21758341, compound

https://huagongshe.com/reaction/2257672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
ReactantFumaric AcidHCID 444972—
Reactant2-(4-(6-Fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)ethan-1-amineHCID 14699857—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
ProductHCID 21758341HCID 21758341—

Reaction Steps

A mixture of 2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethylamine (2.0 gm, 7.6 mmol) and triethylamine (1.0 gm, 10 mmol) in DCM (50 ml) was treated with methyl chloroformate (860 mg, 9.12 mmol) dropwise at room temperature. The mixture was stirred for 1 hr. The reaction mixture was diluted with DCM and washed with brine. The organic solution was dried over MgSO4 and concentrated to a crude oil. The purification was done by flash chromatography over a silica gel columns(28 gm of Sorbsil C-30, eluted with DCM and MeOH/DCM). The pure oil thus obtained weighed 2.34 gm. It was converted to a fumarate salt by treatment with fumaric acid (840 mg, 1.0 eq) in ethanol. Crystallization was induced by adding drops of isopropyl ether, yield: 2.31 gm, m.p.=163°-165° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05658911
Source datasetuspto-grants-1997_08
ORD IDord-c4eab0a9a6ed465d99f78d1598412854
Source noteuspto-grants-1997_08