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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281360Generated: November 3, 2026

HCID 59568649, compound → HCID 89554259, compound

https://huagongshe.com/reaction/2281360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 59568649HCID 59568649—
Reactant(3R)-3-methyl-6-(oxiran-2-yl)-3,4-dihydro-1H-isochromen-1-oneHCID 86693039—
SolventEthanolHCID 702—
ProductHCID 89554259HCID 89554259—

Reaction Conditions

Temperature140 °C

Reaction Steps

A Pyrex® vessel was charged with magnetic stirring bar and 3-(S)-methyl-6-(oxiran-2-yl)-3,4-dihydro-1H-isochromen-1-one (INTERMEDIATE 23) (78 mg, 0.38 mmol), and isomer A of 6-(1-hydroxy-2-piperazin-1-yl-ethyl)-4-methoxy-pyridine-3-carbonitrile (INTERMEDIATE 38) (100 mg, 0.38 mmol), and 2 mL of ethanol. The resulting mixture was heated in the microwave at 140° C. for 1 hour. The mixture was cooled to room temperature and the solvent was evaporated and the resulting residue was purified by preparative TLC eluting with 10% methanol/dichloromethane. The resulting mixture of two diastereomers was separated to the individual isomers by SFC-HPLC using a Chiralcel® AD-3 column.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139585B2
Source datasetuspto-grants-2015_09
ORD IDord-1796dda4ff374f95b789e8285a7cf94d
Source noteuspto-grants-2015_09