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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 977409Generated: October 30, 2026

5-Methoxy 3-(1,2,3,6-tetrahydro-4-pyridinyl)1H indole → (2S)-(+)-3-[4-(5-methoxy-3-indolyl)-1,2,3,6-tetrahydropyridin-1-yl]-1-(4-indolyloxy)-2-propanol

https://huagongshe.com/reaction/977409

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Methoxy 3-(1,2,3,6-tetrahydro-4-pyridinyl)1H indoleHCID 108029—
Reactant(2s)-Glycidyl indol-4-yl etherHCID 10943254—
SolventDimethyl sulfoxide methanolHCID 22036561—
Product(2S)-(+)-3-[4-(5-methoxy-3-indolyl)-1,2,3,6-tetrahydropyridin-1-yl]-1-(4-indolyloxy)-2-propanolHCID 57079702—

Reaction Steps

The title compound was prepared in a fashion similar to that described in Example 193 from 5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (0.70 g, 3.1 mmol) and (S)-(+)-4-(oxiranylmethoxy)-1H-indole (0.58 g, 3.1 mmol). The product was isolated as a yellow foam. Yield 245 mg (19%). mp 105°-110° C. FDMS m/e=417 (M+ of free base). α[D]589 =+7.52 (c=1.01, methanol/dimethylsulfoxide).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05614523
Source datasetuspto-grants-1997_03
ORD IDord-166cb8f7261b485b8ac8b4ae9e758adb
Source noteuspto-grants-1997_03