HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → 3-[(2-ethylpiperidin-1-yl)carbonyl]-N-(2-furylmethyl)-6-methylpyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-Ethylpiperidine | HCID 94205 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-[(2-Furylmethyl)amino]-6-methylnicotinic acid | HCID 59625285 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-[(2-ethylpiperidin-1-yl)carbonyl]-N-(2-furylmethyl)-6-methylpyridin-2-amine | HCID 59625236 | 89.3% |
Reaction Steps
To a solution of 2-[(2-furylmethyl)amino]-6-methylnicotinic acid (65.0 mg) and 2-ethylpiperidine (47.5 mg) in DMF (2.8 ml) were added HOBt (45.9 mg) and WSC.HCl (65.2 mg), and the mixture was stirred at room temperature overnight. The reaction mixture was poured into 2% aqueous sodium hydrogen carbonate and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (0:1-3:7) was concentrated under reduced pressure to give the object compound (81.8 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329691B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-8f4e38732dc2498582545c252fea28ba |
| Source note | uspto-grants-2012_12 |