反应详情

温度

110 °C

To a suspension of 2-phenylacetamide (905 mg, 6.7 mmol) in dichloroethane (90 ml) was added oxalyl chloride (1.75 ml, 20.1 mmol) under a nitrogen atmosphere, followed by stirring at 110° C. for 12 hrs. The reaction mixture was cooled down to room temperature, and concentrated under a reduced pressure to give a residue, to which hexane (13.4 ml) was added to prepare a solution of phenylacetyl isocyanate in hexane. To a solution of pyrrolidine-1-carboxylic acid [6-(4-amino-2-fluorophenoxy)pyrimidin-4-yl]amide (40 mg) in N,N-dimethylformamide (1.0 ml) was added the above solution of phenylacetyl isocyanate in hexane (supernatant, 0.948 ml) under a nitrogen atmosphere, followed by stirring at room temperature for 1 hr. The reaction mixture was partitioned between ethyl acetate (50 ml) and a saturated aqueous solution of sodium hydrogencarbonate (20 ml). The organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, to which ethyl acetate (1.0 ml) was added to suspend. The solid was filtered off, washed with diethyl ether, and dried under aeration to provide the titled compound (47.1 mg, 78.1%) as pale yellow powder.

1. temperatureThe reaction mixture was cooled down to room temperature
2. concentrationconcentrated under a reduced pressure
3. customto give a residue
4. stirringby stirring at room temperature for 1 hr
5. customThe reaction mixture was partitioned between ethyl acetate (50 ml)
6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
7. customThe solvent was evaporated
8. customto give a residue
9. filtrationThe solid was filtered off
10. washwashed with diethyl ether
11. customdried under aeration