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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 518194Generated: November 3, 2026

Ethyl isocyanate → HCID 66932624, compound

https://huagongshe.com/reaction/518194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl isocyanateHCID 8022—
Reactant(E)-3-{1'-tert-butoxycarbonyl-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid methyl esterHCID 52952087—
SolventDichloromethaneHCID 6344—
ProductHCID 66932624HCID 6693262491.5%

Reaction Steps

TEA (0.185 ml, 1.33 mmol) and ethylisocyanate (38 mg, 0.53 mmol) were added to a suspension of (E)-3-{4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester hydrochloride (150 mg, 0.44 mmol, Intermediate 1) in DCM (4 ml), and the mixture was stirred at RT for 1.5 h. The mixture was partitioned between aqueous NaHCO3 (saturated solution) and DCM and the organic phase was dried over Na2SO4 and evaporated. The crude product was purified by column chromatography (eluent: DCM/MeOH/NH4OH 97:3:0.3) to give (E)-3-{1′-ethylcarbamoyl-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester (150 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115148B2
Source datasetuspto-grants-2015_08
ORD IDord-791d3578d4be486186d38df9238fdb1a
Source noteuspto-grants-2015_08