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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1732062Generated: October 31, 2026

Methyl iodide → HCID 20203540, compound

https://huagongshe.com/reaction/1732062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 13749193HCID 13749193—
SolventDimethylformamideHCID 6228—
ProductHCID 20203540HCID 20203540100%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of N-(6,7,8,9-tetrahydro-10-methylpyrido[1,2-a]indole-9-yl)formamide (7.4 g, 32.4 mmol) in dimethylformamide (90 mL) was added dropwise at 25° C. to a suspension of sodium hydride (1.78 g, 37 mmol, ~50% suspension in mineral oil) in the same solvent (90 mL). The reaction mixture was stirred at 25° C. for 2 hours under exclusion of moisture. Methyl iodide (5.1 g, 35.6 mmol) was added and the mixture stirred at 25° C. overnight. The solvent was evaporated in vacuo and the residue partitioned between water (100 mL) and chloroform (150 mL). The organic layer was separated, dried over MgSO4, filtered, and evaporated to afford 7.85 g (100%) of the title compound as an amber oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04624954
Source datasetuspto-grants-1986_11
ORD IDord-d68ec1ebc0c5402d9738cb6ed32b886c
Source noteuspto-grants-1986_11