HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[1-(Cyclohexylmethyl)piperidin-4-yl]-N-(5-methylpyridin-2-yl)-2-furancarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Furancarbonyl chloride | HCID 68242 | — |
| Reactant | 2-[1-(Cyclohexylmethyl)piperidin-4-ylamino]-5-methylpyridine | HCID 23021000 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[1-(Cyclohexylmethyl)piperidin-4-yl]-N-(5-methylpyridin-2-yl)-2-furancarboxamide | HCID 9970104 | — |
Reaction Steps
To a solution of 2-[1-(cyclohexylmethyl)piperidin-4-ylamino]-5-methylpyridine (216 mg) prepared in Preparation Example 1A-1 and triethylamine (152 mg) in dichloromethane (3 mL) was added 2-furoyl chloride (0.11 mL) dropwise under ice cooling. The solution was stirred at room temperature for 18 hours. Silica gel (NH silica gel) was added to the reaction solution, and it was concentrated under reduced pressure. The resulting residue was purified by chromatography (NH silica gel, hexane:ethyl acetate=2:1) to give the title compound as a colorless crystal (271 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375115B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-99a8df947bcf419c9a13069ccf15e54d |
| Source note | uspto-grants-2008_05 |