Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639853Generated: October 31, 2026

Acetic Anhydride → trans-N-{[2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methyl}acetamide

https://huagongshe.com/reaction/1639853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
Reactanttrans-1-[2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methanamineHCID 59334500—
SolventTetrahydrofuranHCID 8028—
SolventSodium BicarbonateHCID 516892—
Producttrans-N-{[2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methyl}acetamideHCID 5933457352.3%

Reaction Steps

To a solution of trans-1-[2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methanamine (100 mg, 0.497 mmol) and triethylamine (104 μL, 0.746 mmol) in tetrahydrofuran (5 mL) was added acetic anhydride (70.5 μL, 0.746 mmol) under ice-cooling, and the mixture was stirred at room temperature for 5 min. The reaction solution was diluted with saturated aqueous sodium hydrogen carbonate solution. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→10/90) and recrystallization (ethyl acetate/hexane) to give the title compound (63.2 mg, yield 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110585B2
Source datasetuspto-grants-2012_02
ORD IDord-2fdf6134d1934f00ba1c1152af33ab0f
Source noteuspto-grants-2012_02