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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481643Generated: October 27, 2026

Oxalic Acid → 2-[4-(6-Chloro-3-indolyl)-1,2,3,6-tetra-hydropyridin-1-yl]-1-(4-indolyloxy)ethane ethanedioate

https://huagongshe.com/reaction/481643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
ReactantPotassium CarbonateHCID 11430—
Reactant6-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleHCID 10059854—
Reactant4-(2-chloroethoxy)-1H-indoleHCID 10631721—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product2-[4-(6-Chloro-3-indolyl)-1,2,3,6-tetra-hydropyridin-1-yl]-1-(4-indolyloxy)ethane ethanedioateHCID 86750006—

Reaction Steps

The title compound was prepared in a fashion similar to that described in Example 99 using 1-chloro-2-(1H-indole-4-oxy)ethane (0.359 g, 1.85 mmol) and 6-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (0.500 g, 2.13 mmol) in the presence of 2.0 equivalents of potassium carbonate (0.51 g, 3.7 mmol) in dimethylformamide at 90° C. Yield 0.101 g (14%) of a tan foam. The oxalate salt was prepared by treating the free base with 1.0 equivalent of oxalic acid in diethyl ether and evaporating. mp 120°-124° C. (browns) FDMS m/e=391 (M+ of free base).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05789402
Source datasetuspto-grants-1998_08
ORD IDord-a3d0be6b8b42479f82de80aabd7b0ef2
Source noteuspto-grants-1998_08