反应详情

温度

120 °C

2-Phenylacetamide (128 mg) was dissolved in 1,2-dichloroethane (10 ml) under a nitrogen atmosphere, and then oxalyl chloride (0.103 ml) was added thereto, followed by stirring at 120° C. overnight. The reaction mixture was concentrated under a reduced pressure to give a residue, which was then dissolved in N,N-dimethylformamide (3.2 ml) under a nitrogen atmosphere. 4-(4-amino-2-fluorophenoxy)-2-[(pyrrolidin-1-yl)carbonylamino]pyridine (100 mg) was then added thereto, followed by stirring for 30 min. The reaction mixture was partitioned between ethyl acetate and a saturated aqueous solution of sodium hydrogencarbonate. The organic layer was washed with water and brine in this order, and dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, which was purified by silica gel column chromatography (FUJI Silysia NH, eluent; hexane:ethyl acetate=1:3). Fractions containing the target compound were concentrated to give a residue, to which ethyl acetate (2 ml)-hexane (10 ml) was added to precipitate crystals. The crystals were filtered off and dried under aeration to provide the titled compound (113 mg, 75%) as white crystals.

1. concentrationThe reaction mixture was concentrated under a reduced pressure
2. customto give a residue, which
3. stirringby stirring for 30 min
4. customThe reaction mixture was partitioned between ethyl acetate
5. washThe organic layer was washed with water and brine in this order
6. dry with materialdried over anhydrous sodium sulfate
7. customThe solvent was evaporated
8. customto give a residue, which
9. customwas purified by silica gel column chromatography (FUJI Silysia NH, eluent; hexane:ethyl acetate=1:3)
10. additionFractions containing the target compound
11. concentrationwere concentrated
12. customto give a residue
13. customto precipitate crystals
14. filtrationThe crystals were filtered off
15. customdried under aeration