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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 565525Generated: October 25, 2026

Ethanol → (2R)-(-)-3-[4-(6-chloro-3-indolyl)-1,2,3,6-tetrahydropyridin-1-yl]-1-(5-quinolinyloxy)-2-propanol

https://huagongshe.com/reaction/565525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant(R)-5-(Oxiran-2-ylmethoxy)quinolineHCID 11735808—
Reactant6-chloro-2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleHCID 21268347—
SolventDimethyl SulfoxideHCID 679—
Product(2R)-(-)-3-[4-(6-chloro-3-indolyl)-1,2,3,6-tetrahydropyridin-1-yl]-1-(5-quinolinyloxy)-2-propanolHCID 53815837—

Reaction Steps

The title compound was prepared in a fashion similar to that described in Example 1 using (R)-5-(oxiranylmethoxy)-quinoline (0.495 g, 2.46 mmol) and 6-chloro-2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (0.519 g, 2.33 mmol) using ethanol as reaction solvent. Yield 0.840 g (87%) of a tan powder. FDMS m/e=433 (M+ of free base). mp 221-223° C. α[D]589=−9.9 (c=1.00, dimethylsulfoxide).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172073B2
Source datasetuspto-grants-2001_01
ORD IDord-4a51288adbfe453c9bb7806b940f6599
Source noteuspto-grants-2001_01