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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481683Generated: October 30, 2026

(2s)-Glycidyl indol-4-yl ether → (2S)-(+)-3-[4-(6-trifluoromethyl-3-indolyl)piperidin-1-yl]-1-(4-indolyloxy)-2-propanol

https://huagongshe.com/reaction/481683

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2s)-Glycidyl indol-4-yl etherHCID 10943254—
Reactant6-trifluoromethyl-3-(piperidin-4-yl)-1H-indoleHCID 11149840—
SolventDimethyl sulfoxide methanolHCID 22036561—
Product(2S)-(+)-3-[4-(6-trifluoromethyl-3-indolyl)piperidin-1-yl]-1-(4-indolyloxy)-2-propanolHCID 57123337—

Reaction Steps

The title compound was prepared in a fashion similar to that described in Example 193 from 6-trifluoromethyl-3-(piperidin-4-yl)-1H-indole (0.50 g, 1.9 mmol) and (S)-(+)-4-(oxiranylmethoxy)-1H-indole (0.35 g, 1.9 mmol). The product was isolated as a white foam. Yield 250 mg (29%). mp 100°-105° C. FDMS m/e=457 (M+ of free base). α[D]589 =+8.13 (c=1.01, methanol/dimethylsulfoxide).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05789402
Source datasetuspto-grants-1998_08
ORD IDord-68e218bc9e9d4d4b85b9e5c276ce5125
Source noteuspto-grants-1998_08