反应详情

温度

100 °C

2-Chloro-6-iodo-4-morpholinofuro[3,2-d]pyrimidine (40 mg, 1.0 eq) was dissolved in acetonitrile (0.4 ml) and treated with 3-(methylsulfonyl)phenylboronic acid (23 mg, 1.05 eq), PdCl2(PPh3)2 (7.7 mg, 0.10 eq) and 1M Na2CO3 (0.33 ml). The vial was sealed and heated with stirring in the microwave to 100° C. for 30 minutes. Reaction mixture was quenched with saturated aq. NaHCO3 and extracted with dichloromethane. The combined organic layers were dried (Na2SO4) and concentrated. The residue was dissolved in acetonitrile (0.4 ml) and treated with 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole 7 (53 mg, 2.0 eq), PdCl2(PPh3)2 (7.7 mg, 0.10 eq) and 1M Na2CO3 (0.33 ml). The vial was sealed and heated with stirring in the microwave to 150° C. for 15 minutes. The crude reaction mixture was concentrated and purified by reverse phase HPLC to afford 2-(1H-indazol-4-yl)-6-(3-(methylsulfonyl)phenyl)-4-morpholinofuro[3,2-d]pyrimidine 111 MS (Q1) 476 (M)+.

1. customThe vial was sealed
2. temperatureheated
3. customReaction mixture
4. customwas quenched with saturated aq. NaHCO3
5. extractionextracted with dichloromethane
6. dry with materialThe combined organic layers were dried (Na2SO4)
7. concentrationconcentrated
8. dissolutionThe residue was dissolved in acetonitrile (0.4 ml)
9. customThe vial was sealed
10. temperatureheated
11. stirringwith stirring in the microwave to 150° C. for 15 minutes
12. customThe crude reaction mixture
13. concentrationwas concentrated
14. custompurified by reverse phase HPLC