(R)-5-(Oxiran-2-ylmethoxy)quinoline → HCID 12020253, compound

Participants

Reaction Conditions

Reaction Steps

trans-Piperidine-3,4-dicarboxylic acid bis[(4-phenyl-butyl)-amide] (8) (78.1 mg; 0.179 mmol) is dissolved in isopropanol (10 mL) at ambient temperature. (R)-5-Oxiranylmethoxy-quinoline (2) (36.1 mg; 0.179 mmol) is added then the mixture is heated to 70° C. and maintained for 18 hours. After cooling to ambient temperature the solution is concentrated in vacuo at 40° C. The residue is purified via silica gel chromatography with gradient elution (0%→50% methanol in methylene chloride) affording the desired product (69.6 mg) as a solid. ESMS: MH+ 637.4 (base).

Provenance & Evidence