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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 565561Generated: October 25, 2026

(2s)-Glycidyl indol-4-yl ether → (2S)-(+)-3-[4-(5-fluoro-3-indolyl)piperidin-1-yl]-1-(4-indolyloxy)-2-propanol

https://huagongshe.com/reaction/565561

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2s)-Glycidyl indol-4-yl etherHCID 10943254—
Reactant5-fluoro-3-(piperidin-4-yl)-1H-indoleHCID 11769929—
SolventDimethyl sulfoxide methanolHCID 22036561—
Product(2S)-(+)-3-[4-(5-fluoro-3-indolyl)piperidin-1-yl]-1-(4-indolyloxy)-2-propanolHCID 70216375—

Reaction Steps

The title compound was prepared in a fashion similar to that described in Example 193 from 5-fluoro-3-(piperidin-4-yl)-1H-indole (0.87 g, 4.0 mmol) and (S)-(+)-4-(oxiranylmethoxy)-1H-indole (0.76 g, 4.0 mmol). The product was isolated as a white foam. Yield 1.14 g (70%). mp 94-97° C. FDMS m/e=407 (M+ of free base). α[D]589=+8.36 (c=1.00, methanol/dimethylsulfoxide).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172073B2
Source datasetuspto-grants-2001_01
ORD IDord-ed7faf72cac34808be15706a54e7fabf
Source noteuspto-grants-2001_01