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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1630644Generated: October 31, 2026

Sodium hydride → HCID 68283677, compound

https://huagongshe.com/reaction/1630644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantHCID 71268766HCID 71268766—
Reactant2-(6-Methylpyridin-3-yl)ethyl 4-methylbenzenesulfonateHCID 86658151—
SolventDimethylformamideHCID 6228—
ProductHCID 68283677HCID 68283677—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5,8-dichloro-2,3,4,9-tetrahydro-2-methyl-1H-pyrido[3,4-b]indole (200 mg, 0.78 mmol) in DMF (2 mL), sodium hydride (94 mg, 2.36 mmol) was added. After stirring at 60° C. for 30 min., 2-(6-methylpyridin-3-yl)ethyl 4-methylbenzenesulfonate (572 mg, 1.96 mmol) was added to the reaction mixture and stirred at the same temperature for 40 min. The progress of reaction was monitored by TLC and LCMS. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated to get the residue that was purified by reverse phase HPLC to obtain the 5,8-dichloro-2,3,4,9-tetrahydro-2-methyl-9-(2-(6-methylpyridin-3-yl)ethyl)-1H-pyrido[3,4-b]indole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791132B2
Source datasetuspto-grants-2014_07
ORD IDord-8eaff26998734a0e8227966b98a61c56
Source noteuspto-grants-2014_07