反应详情

温度

120 °C

A mixture of 6-chloro-N-(4-(trifluoromethyl)phenyl)pyrimidin-4-amine (273 mg, 1.0 mmol), benzopyrazine-6-boronic acid hydrochloride (Asymchem, 211 mg, 1.0 mmol), Na2CO3 (529 mg, 5.0 mmol) and PdCl2(PPh3)2 (Strem, 60 mg, 0.1 mmol) in 7 mL DME/3 mL H2O/2 mL EtOH was heated to 120° C. for 17 min in the Smith Optimizer microwave. The reaction mixture was partitioned between EtOAc/brine and the aqueous layer was extracted with EtOAc (3×). The combined organics were evaporated onto SiO2 and purified by flash column chromatography eluting with EtOAc/Hexane/2M NH3 in MeOH/CH2Cl2 (0:1:0:0→1:1:0:0→0:0:19:1). The fractions containing desired compound were combined and concentrated in vacuo giving a solid. The solid was washed with a minimal amount of CH2Cl2 and dried in vacuo to give a light pink amorphous solid. MS (ESI, pos ion.) m/z: 368 (M+1).

1. customThe reaction mixture was partitioned between EtOAc/brine
2. extractionthe aqueous layer was extracted with EtOAc (3×)
3. customThe combined organics were evaporated onto SiO2
4. custompurified by flash column chromatography
5. washeluting with EtOAc/Hexane/2M NH3 in MeOH/CH2Cl2 (0:1:0:0→1:1:0:0→0:0:19:1)
6. additionThe fractions containing desired compound
7. concentrationconcentrated in vacuo
8. customgiving a solid
9. washThe solid was washed with a minimal amount of CH2Cl2
10. customdried in vacuo
11. customto give a light pink amorphous solid