反应详情

After adding (1S)-(+)-10-camphorsulfonic acid (29.4 mg) to a solution of 4-(1-methylazetidin-3-yl)piperazine-1-carboxylic acid [6-(4-amino-2-fluorophenoxy)pyrimidin-4-yl]amide (31.8 mg) in ethanol (1.5 ml), the mixture was stirred for 10 minutes at room temperature. A solution of 2-(4-fluorophenyl)acetyl isothiocyanate in toluene (0.25 M, 0.634 ml) was added thereto, and stirring was carried out at room temperature for 30 minutes. The reaction mixture was partitioned between saturated aqueous sodium hydrogencarbonate and ethyl acetate. The organic layer was washed with brine and dried over anhydrous sodium sulfate. It was then concentrated, and the residue was purified by LC-MS (eluent; acetonitrile-water-trifluoroacetic acid system). Fractions containing the target compound were concentrated, and saturated aqueous sodium hydrogencarbonate was added to the residue. The mixture was then extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous sodium sulfate. It was concentrated to provide the title compound (8.0 mg, 16.9%) as white powder.

1. stirringstirring
2. waitwas carried out at room temperature for 30 minutes
3. customThe reaction mixture was partitioned between saturated aqueous sodium hydrogencarbonate and ethyl acetate
4. washThe organic layer was washed with brine
5. dry with materialdried over anhydrous sodium sulfate
6. concentrationIt was then concentrated
7. customthe residue was purified by LC-MS (eluent; acetonitrile-water-trifluoroacetic acid system)
8. additionFractions containing the target compound
9. concentrationwere concentrated
10. additionsaturated aqueous sodium hydrogencarbonate was added to the residue
11. extractionThe mixture was then extracted with ethyl acetate
12. washThe organic layer was washed with brine
13. dry with materialdried over anhydrous sodium sulfate
14. concentrationIt was concentrated