Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nicotinic Acid | HCID 938 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 23062699 | HCID 23062699 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10311350 | HCID 10311350 | 81.5% |
Reaction Steps
3-[(Piperidin-4-yl)carbonylamino]-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide (100 mg) obtained in Example 228 is dissolved in N,N-dimethylformamide (3 ml), and thereto are added successively nicotinic acid (34 mg), 1-hydroxybenzotriazole (37 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (53 mg), and the mixture is stirred at room temperature for 4 hours. To the reaction solution are poured a saturated aqueous sodium hydrogen carbonate solution and water, and the precipitates are collected by filtration, washed with chloroform, and dried to give 3-[1-((pyridin-3-yl)carbonyl)piperidin-4-ylcarbonylamino]-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide (103 mg). This product is treated with hydrogen chloride in dioxane to give the title compound (115 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07531537B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-dbe2ef11cd8c4b988fa435d320b19b7d |
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| Source note | uspto-grants-2009_05 |
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