Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2050481Generated: October 30, 2026

Triethylamine → HCID 20058356, compound

https://huagongshe.com/reaction/2050481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantQuinuclidine, 3-amino-, dihydrochlorideHCID 197853—
Reactant2-(1-Methyl-1H-indol-2-yl)acetic acidHCID 825960—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 20058356HCID 2005835699.7%

Reaction Steps

To a solution of 1-methyl-1H-indole-2-acetic acid (830 mg) in THF (20 ml) was added 1,1'-carbonyldiimidazole (782 mg), and the mixture was stirred for 1 h. 3-Aminoquinuclidine dihydrochloride (960 mg) was then added, followed by triethylamine (2.34 g), and the mixture was stirred overnight at room temperature. The mixture was then poured into brine (200 ml) and extracted with ethyl acetate (2x200 ml). The combined, dried organic extracts were evaporated in vacuo to give a solid which was purified by FCC eluting with System A (50:8:1) to give the title compound (1.30 g), m.p. 185-187°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05013733
Source datasetuspto-grants-1991_05
ORD IDord-1b8e2d40bada4c95948a914b9d41443b
Source noteuspto-grants-1991_05