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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496281Generated: October 29, 2026

Ethyl Acetate → HCID 178472366, compound

https://huagongshe.com/reaction/496281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3H-spiro(isobenzofuran-1,4'-piperidin)-3-oneHCID 9834255—
ReactantHCID 178472363HCID 178472363—
ProductHCID 178472366HCID 178472366—

Reaction Conditions

Temperature60 °C

Reaction Steps

Add spiro[isobenzofuran-1,4′-piperidin]-3-one (100 mg, 0.49 mmol) to 1 mL of a ˜0.2 M stock solution of 1′-(trans-4-ethoxycarbonyl-cyclohexylmethyl)carbamoyl chloride (prepared from trans-4-aminomethyl-cyclohexanecarboxylic acid ethyl ester using the same procedure given in Example 15 step A) and heat to 60° C. for 16 hours. Cool the solution, dilute with EtOAc and wash with brine. Dry the solution (Na2SO4) and concentrate under reduced pressure. Purify the crude product using preparative plate chromatography and triturate the resulting material with ether to obtain 1′-(trans-4-ethoxycarbonyl-cyclohexylmethyl)carbamoyl-spiro[isobenzofuran-1,4′piperidin]-3-one as a white solid. B. 1′-(trans-4-Carboxy-cyclohexylmethyl)carbamoyl-spiro[isobenzofuran-1,4′piperidin]-3-one

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06943199B2
Source datasetuspto-grants-2005_09
ORD IDord-329e97d01ab24a2e88b8da6d76a56254
Source noteuspto-grants-2005_09