Reacción #554566
ord-7c98e88a3df4448fa6806a86354cfdb8
Ecuación de reacción
H2O
Benzo[b]thiophene-2-ylboronic acid
1-chloroisoquinoline
sodium carbonate
→
1-Benzothienylisoquinoline
Rendimiento 79.0%
Reactivos
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Temperaturaby refluxing under a N2 atmosphere for 5 hours
- 2Extracciónthe mixture was extracted with chloroform
- 3Secadoby drying with sodium sulfate
- 4FiltraciónAfter filtration
- 5Otrothe filtrate was evaporated to dryness under reduced pressure
- 6OtroThe obtained solid was purified by column chromatography (eluent: chloroform) (amount: 1.16 g, yield: 79%)
Procedimiento
Benzo[b]thiophene-2-ylboronic acid (997 mg, 5.6 mmol) and 1-chloroisoquinoline (946 mg, 5.8 mmol) were dissolved in toluene (20 ml) and ethanol (10 ml), and palladium catalyst (220 mg, 0.19 mmol) and 2M sodium carbonate solution (20 ml) were added thereto, followed by refluxing under a N2 atmosphere for 5 hours. The reaction solution was added to H2O, and the mixture was extracted with chloroform, followed by drying with sodium sulfate. After filtration, the filtrate was evaporated to dryness under reduced pressure. The obtained solid was purified by column chromatography (eluent: chloroform) (amount: 1.16 g, yield: 79%).