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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507552Generated: October 31, 2026

Triethylamine → HCID 73427145, compound

https://huagongshe.com/reaction/1507552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantIsonicotinoyl chloride hydrochlorideHCID 12262826—
Reactant6-Amino-1,3,3-trimethyl-1,3-dihydro-2H-indol-2-oneHCID 52911248—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventSodium CarbonateHCID 10340—
ProductHCID 73427145HCID 73427145—

Reaction Steps

To a solution of 6-amino-1,3,3-trimethylindolin-2-one (W. von der Saal et al., J. Med. Chem. 1989, 32(7), 1481-1491; 500 mg, 2.63 mmol) in dry dichloromethane (13 ml) were added triethylamine (798 mg, 1.1 ml, 7.88 mmol) and isonicotinoyl chloride hydrochloride (724 mg, 3.94 mmol). The reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was diluted with dichloromethane, water and 1 M aqueous sodium carbonate solution. The aqueous phase was extracted with dichloromethane. The combined organic layers were washed with 1 M aqueous sodium carbonate solution, dried over sodium sulfate, the solvent was evaporated and the residue was purified by silica gel chromatography using dichloromethane/methanol as eluent. The title compound was obtained as brown solid (661 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221816B2
Source datasetuspto-grants-2015_12
ORD IDord-b322486c67cb46bab8a256180065cd97
Source noteuspto-grants-2015_12