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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 565553Generated: October 30, 2026

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

https://huagongshe.com/reaction/565553

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2s)-Glycidyl indol-4-yl etherHCID 10943254—
Reactant6-Chloro-3-piperidin-4-YL-1H-indoleHCID 12072040—
SolventDimethyl sulfoxide methanolHCID 22036561—
Product(2S)-(+)-3-[4-(6-chloro-3-indolyl)piperidin-1-yl]-1-(4-indolyloxy)-2-propanolHCID 70217212—

Reaction Steps

The title compound was prepared in a fashion similar to that described in Example 193 from 6-chloro-3-(piperidin-4-yl)-1H-indole (1.00 g, 4.3 mmol) and (S)-(+)-4-(oxiranylmethoxy)-1H-indole (0.81 g, 4.3 mmol). The product was isolated as a white foam. Yield 1.15 g (64%). mp 90-95° C. FDMS m/e=423 (M+ of free base). α[D]589=+8.81 (c=0.98, methanol/dimethylsulfoxide).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172073B2
Source datasetuspto-grants-2001_01
ORD IDord-d9fbfac8ac01445bac832135ca0afce5
Source noteuspto-grants-2001_01