HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 2767879, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 5-aminofuran-2-carboxylate | HCID 5072225 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 2767879 | HCID 2767879 | 56% |
Reaction Steps
To a solution of methyl 5-aminofuran-2-carboxylate (1.0 g) and pyridine (1.2 mL) in methylene chloride (6.0 mL) is added dropwise cyclopropanecarbonyl chloride (0.78 mL) under ice-cooling and the mixture is stirred at room temperature for 2 hours. To the reaction mixture is added a saturated sodium hydrogencarbonate solution and the mixture is extracted with chloroform. The extract is dried over anhydrous sodium sulfate and concentrated in vacuo. The residue is purified by column chromatography on silica gel (Solvent; n-hexane:ethyl acetate=3:1) to give methyl 5-[(cyclopropylcarbonyl)amino]furan-2-carboxylate (0.82 g, yield; 56%) as colorless crystals. MS (APCI) m/z: 210 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07384952B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-a5b746bcf22c4bbebb1f69f502c5fde3 |
| Source note | uspto-grants-2008_06 |