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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 987584Generated: October 31, 2026

Oxalic Acid → 4-[3-(3-Naphthalen-2-yl-8-aza-bicyclo[3.2.1]oct-2-en-8-yl)-propoxy]-1H-indole

https://huagongshe.com/reaction/987584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
Reactant4-(3-chloropropoxy)-1H-indoleHCID 11694169—
Reactant3-(Naphth-2-yl)-8-azabicyclo[3.2.1]oct-2-eneHCID 11956011—
SolventEthanolHCID 702—
Product4-[3-(3-Naphthalen-2-yl-8-aza-bicyclo[3.2.1]oct-2-en-8-yl)-propoxy]-1H-indoleHCID 10179651—

Reaction Steps

The title compound is prepared according to the procedure of Example 2, Step 3, except that 4-(3-chloropropoxy)-1H-indole is used in place of 4-(2-chloro-ethoxy)-1H-indole and 3-naphthalen-2-yl-8-aza-bicyclo[3.2.1]oct-2-ene is used in place of 3-(8-aza-bicyclo[3.2.1]oct-2-en-3-yl)-1H-indole. The corresponding oxalate salt is prepared by treating the title compound with 1 equiv. of oxalic acid in EtOH. Yield: 35% of a white solid. mp: 118-123° C.; MS (ES) m/z: 409.3 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06632824B2
Source datasetuspto-grants-2003_10
ORD IDord-aa81cff9659948029c1057434d5e249b
Source noteuspto-grants-2003_10