Methanol → 4-Methoxy-6,7-dihydro-5H-cyclopenta[b]pyridine

Temperatur

110 °C

A mixture of 4-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine (2.8 g, 18 mmol), MeOH (20 mL) and sodium methoxide (3.0 g, 56 mmol) was sealed in a pressurized flask and heated at 110° C. for 18 h. The mixture was diluted with EtOAc and neutralized with HCl to pH=1. The organic solvent was removed under reduced pressure. The resulting mixture was washed with ether twice, and then neutralized with Na2CO3 solution. The aqueous layer was extracted twice with EtOAc. The combined organic layers were dried, filtered and concentrated under reduced pressure to give the sub-title compound (1.20 g, 44%). LCMS calc. for C9H12NO (M+H)+: m/z=150.1. Found: 150.2.

1. customwas sealed in a pressurized flask
2. customThe organic solvent was removed under reduced pressure
3. washThe resulting mixture was washed with ether twice
4. extractionThe aqueous layer was extracted twice with EtOAc
5. customThe combined organic layers were dried
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-c9c30d8c57d94708b00078f53a59c81f

Quelldatensatz

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09200004B2