反应详情

80 mg of 2-(1H-indazol-3-yl)-5-methoxy-N-(pyridin-4-yl)pyrimidin-4-amine (1-6-1, 0.251 mmol, 1. eq.) were suspended in dry tetrahydrofuran under a nitrogen atmosphere. 30.2 mg of sodium hydride (60% purity) were added and stirred at room temperature for 10 minutes. Then 59.7 mg of 2-(bromomethyl)-1-chloro-3-fluoro-4-methylbenzene were added. The reaction mixture was stirred for 18 hours at room temperature. Then the mixture was partitioned between half saturated aq. ammonium chloride solution and dichloromethane/isopropanol 4:1. The phases were separated and the aqueous layer was extracted twice with dichloromethane/isopropanol 4:1. The combined organic layers were washed with brine, dried over a silicone filter and concentrated in vacuo. Preparative HPLC purification provided 29 mg (0.06 mmol, 24.1%) of the analytically pure target compound.

1. stirringThe reaction mixture was stirred for 18 hours at room temperature
2. customThen the mixture was partitioned between half saturated aq. ammonium chloride solution and dichloromethane/isopropanol 4:1
3. customThe phases were separated
4. extractionthe aqueous layer was extracted twice with dichloromethane/isopropanol 4:1
5. washThe combined organic layers were washed with brine
6. dry with materialdried over a silicone
7. filtrationfilter
8. concentrationconcentrated in vacuo
9. customPreparative HPLC purification
10. customprovided 29 mg (0.06 mmol, 24.1%) of the analytically pure target compound