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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-benzyl-1-(1H-indole-2-carbonyl)-N-methylpiperidine-4-carboxamide | HCID 66571403 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-benzyl-N-methyl-1-(1-methyl-1H-indole-2-carbonyl)piperidine-4-carboxamide | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08846684B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-fef3bfbd87c74a87b30ebe3910111b2a |
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| Source note | uspto-grants-2014_09 |
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