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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048246Generated: October 30, 2026

Ethanimidic acid, methyl ester, hydrochloride (1:1) → (3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-3-((5-methyl-1,3,4-oxadiazol-2-yl)methyl)piperidin-2-one

https://huagongshe.com/reaction/1048246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanimidic acid, methyl ester, hydrochloride (1:1)HCID 10313100—
Reactant2-((3R,5R,6S)-5-(3-Chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-2-oxopiperidin-3-yl)acetohydrazideHCID 56591215—
SolventTolueneHCID 1140—
Product(3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-3-((5-methyl-1,3,4-oxadiazol-2-yl)methyl)piperidin-2-oneHCID 67999537—

Reaction Steps

To a solution of 40 mg (90 μmol) of 2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-2-oxopiperidin-3-yl)acetohydrazide (Example 51) in 0.2 mL of toluene was added methyl acetimidate hydrochloride (13 mg, 116 μmol). The reaction mixture was heated to reflux for 14 h and then the reaction was concentrated under reduced pressure. Separation by reversed phase HPLC (10 to 90% AcCN/H2O in 45 min) provided the title compound as a colorless film.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569341B2
Source datasetuspto-grants-2013_10
ORD IDord-97e874320558429d8c2c8d1023981e65
Source noteuspto-grants-2013_10