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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881323Generated: November 2, 2026

Triethylamine → N-[2-(2-Methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]cyclopropanecarboxamide

https://huagongshe.com/reaction/1881323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(2-Methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethanamine hydrochlorideHCID 67352969—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-(2-Methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]cyclopropanecarboxamideHCID 5778126142.3%

Reaction Steps

2-(2-Methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethanamine hydrochloride (100 mg, 0.396 mmol) and triethylamine (111 μL, 0.792 mmol) were dissolved in tetrahydrofuran (4 mL), cyclopropanecarbonyl chloride (43.1 μL, 0.475 mmol) was added under ice-cooling, and the mixture was stirred for 15 min. To the reaction solution was added saturated aqueous sodium hydrogencarbonate solution, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=40/60→80/20) to give the title compound (47.6 mg, yield 42%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318784B2
Source datasetuspto-grants-2012_11
ORD IDord-481d9e7a4e3548a19bd64701eedb6557
Source noteuspto-grants-2012_11