3-Cyanopyridine → HCID 10012236, compound

3-cyanopyridine (10.0 g, 96.1 mmol) was dissolved in isopropanol (50 ml). Sodium hydride (0.23 g, 9.6 mmol) from which oily matters had been removed by washing with ether was added to the solution, and the mixture was stirred at room temperature for 3 hours. After the reaction was completed, acetic acid (0.64 g, 10.7 mmol) was added to neutralize the reaction solution, and the solution was concentrated under reduced pressure. After concentrating the solution, diethyl ether (80 ml) was added to the concentrated residue, and insoluble products were removed by filtration. The filtrate was concentrated under reduced pressure, and hexane (80 ml) was added to the concentrated residue, and depositing unreacted 3-cyanopyridine was removed by filtration. The hexane solution was then concentrated under reduced pressure to give the crude product of isopropyl 3-pyridinecarboximidate as a pale yellow oil in a yield of 5.68 g.

1. washby washing with ether
2. additionwas added to the solution
3. concentrationthe solution was concentrated under reduced pressure
4. concentrationAfter concentrating the solution, diethyl ether (80 ml)
5. additionwas added to the concentrated residue, and insoluble products
6. customwere removed by filtration
7. concentrationThe filtrate was concentrated under reduced pressure, and hexane (80 ml)
8. additionwas added to the concentrated residue
9. customwas removed by filtration
10. concentrationThe hexane solution was then concentrated under reduced pressure

ORD record

ord-ff087cb5af9c465a949a1818530fe332

Source dataset

uspto-grants-1992_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05166347