HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86721377, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclobutanecarbonyl chloride | HCID 78705 | — |
| Reactant | 5-Amino-2-fluoropyridine | HCID 819440 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86721377 | HCID 86721377 | 86.5% |
Reaction Steps
[step 1] 6-Fluoropyridin-3-amine (600 mg, 5.35 mmol) was dissolved in dichloromethane (20 mL), triethylamine (1.49 mL, 10.7 mmol) and cyclobutanecarbonyl chloride (0.67 mL, 5.89 mmol) were added, and the mixture was stirred at room temperature overnight. Water was added to the mixture, and the mixture was extracted 3 times with ethyl acetate. The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. To the obtained residue was added diisopropyl ether and the precipitated crystals were collected by suction filtration to give N-(6-fluoropyridin-3-yl)cyclobutanecarboxamide (899 mg, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969345B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-de63990bc1344bd3933dd001d446fd44 |
| Source note | uspto-grants-2015_03 |