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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2417551Generated: October 31, 2026

Triethylamine → Isoquinoline, 7-(chloromethyl)-

https://huagongshe.com/reaction/2417551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantEthyl isoquinoline-7-carboxylateHCID 22632542—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductIsoquinoline, 7-(chloromethyl)-HCID 22632426—

Reaction Steps

196 mg (0.97 mmol) of 7-ethoxycarbonylisoquinoline obtained in step 1 was dissolved in 15 ml of ethanol. 110 mg (2.9 mmol) of lithium aluminum hydride was added to the solution under cooling with ice, and they were stirred at room temperature for 2 hours. Water was added to the reaction mixture and they were stirred for 2 hours. The reaction solution was filtered, and the filtrate was concentrated. The obtained oily product was dissolved in 10 ml of dichloromethane. 0.26 ml (1.9 mmol) of triethylamine and 0.1 ml (1.3 mmol) of methanesulfonyl chloride were added to the obtained solution, and they were stirred overnight. After the treatment with dichloromethane as the extracting solvent by an ordinary method, the crude product was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825191B2
Source datasetuspto-grants-2004_11
ORD IDord-134fd3e6364043be9145b1d300494c31
Source noteuspto-grants-2004_11