反应详情

温度

50 °C

Benzyl bromide in an amount of 1.06 g was added to a solution of 1 g of 5,6-dimethyl-2,3′-bipyridine in 15 mL of isopropyl alcohol, and stirred for 5 hours at 50° C. to finish the reaction. To the reaction solution, 0.18 g of 10% palladium carbon and 0.59 g of triethylamine were added. This admixture was put in an autoclave, the autoclave's atmosphere was replaced twice with nitrogen gas under a nitrogen pressure of 196 kPa, and then hydrogen gas was blown into the autoclave over 3 hours at 80° C. under a hydrogen pressure of 196 kPa until the absorption of hydrogen gas in a volume of 400 mL was completed. After the replacement with nitrogen, the catalyst was filtered out and the resulting filtrate was concentrated under a reduced pressure of 1.33 kPa until the quantity thereof was reduced to 1.70 g. Further thereto, 50 mL of water and 10 g of a 25% aqueous solution of sodium hydroxide were added. The resulting solution was extracted with three 200 mL portions of ethyl acetate, and the organic layer was concentrated. The thus obtained solid was adsorbed to NH2-modified silica gel (produced by Biotage Japan, Ltd.), and eluted with ethyl acetate. The fraction obtained was concentrated, and the crystals thus deposited were dried to give 0.20 g of the entitled compound as light yellow crystals. Yield rate: 20%, EI-MS: (m/z) 188 (M+), melting point: 102-104° C.

1. customthe reaction
2. custompressure of 196 kPa until the absorption of hydrogen gas in a volume of 400 mL
3. filtrationAfter the replacement with nitrogen, the catalyst was filtered out
4. concentrationthe resulting filtrate was concentrated under a reduced pressure of 1.33 kPa until the quantity
5. additionFurther thereto, 50 mL of water and 10 g of a 25% aqueous solution of sodium hydroxide were added
6. extractionThe resulting solution was extracted with three 200 mL portions of ethyl acetate
7. concentrationthe organic layer was concentrated
8. washeluted with ethyl acetate
9. customThe fraction obtained
10. concentrationwas concentrated
11. customthe crystals thus deposited were dried