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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1779663Generated: October 26, 2026

(2s)-Glycidyl indol-4-yl ether → (2S)-(+)-3-[4-(6,7-dichloro-3-indolyl)-1,2,3,6-tetrahydropyridin-1-yl]-1-(4-indolyloxy)-2-propanol

https://huagongshe.com/reaction/1779663

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2s)-Glycidyl indol-4-yl etherHCID 10943254—
Reactant6,7-dichloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleHCID 18545981—
SolventDimethyl SulfoxideHCID 679—
Product(2S)-(+)-3-[4-(6,7-dichloro-3-indolyl)-1,2,3,6-tetrahydropyridin-1-yl]-1-(4-indolyloxy)-2-propanolHCID 57112173—

Reaction Steps

The title compound was prepared in a fashion similar to that described in Example 193 from 6,7-dichloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (1.00 g, 3.7 mmol) and (S)-(+)-4-(oxiranylmethoxy)-1H-indole (0.71 g, 3.7 mmol). The product was isolated as a white foam. Yield 1.17 g (69%). mp 140°-145° C. FDMS m/e=455 (M+ of free base). α[D]589 =+4.59 (c=1.00, dimethylsulfoxide).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05627196
Source datasetuspto-grants-1997_05
ORD IDord-40a7a436460748fea868cf5728eeebcb
Source noteuspto-grants-1997_05