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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930627Generated: October 31, 2026

Methyl iodide → HCID 68658016, compound

https://huagongshe.com/reaction/930627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl 8-bromo-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indole-2-carboxylateHCID 57950382—
SolventDimethylformamideHCID 6228—
ProductHCID 68658016HCID 68658016—

Reaction Steps

To a solution of tert-butyl 8-bromo-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate (0.53 g, 1.5 mmol) in DMF (6 mL) was added NaH (60% weight dispersion in mineral oil, 91 mg, 2.3 mmol) and CH3I (0.14 mL, 2.3 mmol). The reaction mixture was stirred at room temperature until the reaction was complete. Then the reaction was quenched with H2O and extracted with CH2Cl2. The organic layer was washed with H2O and 5% LiCl, dried with Na2SO4, filtered and concentrated to give tert-butyl 8-bromo-5-methyl-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate, which was used directly without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296743B2
Source datasetuspto-grants-2016_03
ORD IDord-c602abd87d084e3fad53a3a17c8180f6
Source noteuspto-grants-2016_03