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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83640Generated: October 29, 2026

Methyl iodide → N-benzyl-N-methyl-1-(1-methyl-1H-indole-2-carbonyl)piperidine-4-carboxamide

https://huagongshe.com/reaction/83640

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantN-benzyl-1-(1H-indole-2-carbonyl)-N-methylpiperidine-4-carboxamideHCID 66571403—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN-benzyl-N-methyl-1-(1-methyl-1H-indole-2-carbonyl)piperidine-4-carboxamideHCID 66571404—

Reaction Steps

N-benzyl-1-(1H-indole-2-carbonyl)-N-methylpiperidine-4-carboxamide (100 mg, 0.266 mmol) was added to a suspension of sodium hydride (12.78 mg, 0.320 mmol) in THF (Volume: 1.5 mL) at 0° C. The reaction was stirred for 10 minutes before iodomethane (0.200 mL, 3.20 mmol) was added. The reaction was allowed to stir at room temperature overnight. The reaction was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution. It was dried over magnesium sulfate, filtered and concentrated. The crude material was purified using 50%-100% ethyl acetate in hexanes. (Yield: 41.5 mg, white solid) To obtain white solid as a product. 1H-NMR (400 MHz, DMSO-d6) 7.63-7.57, 7.53-7.47, 7.43-7.16, 7.13-7.05, 6.63, 4.67, 4.58-4.00, 3.78-3.71, 3.21-2.91, 2.79, 1.87-1.52

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846684B2
Source datasetuspto-grants-2014_09
ORD IDord-fef3bfbd87c74a87b30ebe3910111b2a
Source noteuspto-grants-2014_09