反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 85 °C
PROCEDURE
实验过程
A suspension of 4-((6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methoxy)-7-methoxyquinoline (200 mg, 585 μmol), (3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol (173 mg, 644 μmol), dichloro[1,1′bis(diphenylphoshino)ferrocene]palladium(ii)dichloromethane adduct (21 mg, 29 μmol), and sodium carbonate (2M; 1170 μl, 2341 μmol) in DME (2 mL) was sparged with argon for 10 min then heated to 85° C. for 6 h. Reaction then partitioned between 9:1 CHCl3/IPA (25 mL) and 5% NaHCO3 (10 mL) and aqueous further extracted with 9:1 CHCl3/IPA (2×10 mL). Combined organics dried with MgSO4 then concentrated onto dry silica under reduced pressure. Product purified on 40 g silica eluting with 0>12% of 2M NH3 in MeOH/DCM and isolated as an off white powder. MS (ESI pos. ion) m/z: 448 (MH+). Calc'd exact mass for C23H18ClN5O3: 447.
WORKUP
后处理
- customwas sparged with argon for 10 min
- customReaction
- customthen partitioned between 9:1 CHCl3/IPA (25 mL) and 5% NaHCO3 (10 mL)
- extractionaqueous further extracted with 9:1 CHCl3/IPA (2×10 mL)
- dry with materialCombined organics dried with MgSO4
- concentrationthen concentrated onto dry silica under reduced pressure
- customProduct purified on 40 g silica eluting with 0>12% of 2M NH3 in MeOH/DCM
- customisolated as an off white powder