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
- 0 °C
PROCEDURE
实验过程
A 4 mL vial with stirbar was charged with sodium hydride, dry 95% (2.9 mg, 0.115 mmol), placed in an ice bath and charged with a solution of Example 1H (0.0527 g, 0.097 mmol) in DMF (1 mL). After stirring 10 min at 0° C., iodomethane (8 μL, 0.128 mmol) was added by syringe. After 1 hour, the mixture was partitioned between 25 mL each of ethyl acetate and aqueous ammonium chloride. The organics were dried over anhydrous sodium sulfate. After filtration and solvent removal, the material was purified by reverse phase HPLC (C18, CH3CN/water (0.1% TFA), 0-100%) to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ 10.26 (s, 1H), 7.60 (d, J=2.6 Hz, 1H), 7.58 (s, 1H), 7.54-7.49 (m, 2H), 7.46-7.25 (m, 2H), 7.22-6.92 (m, 3H), 6.87 (d, J=8.8 Hz, 1H), 5.79 (s, 1H), 4.15 (q, J=7.1 Hz, 1H), 3.93 (d, J=7.0 Hz, 2H), 3.34 (s, 3H), 1.47 (d, J=7.1 Hz, 3H), 1.14 (t, J=6.9 Hz, 3H). MS (ESI) 557.1 (M+H)+.
WORKUP
后处理
- customdry 95% (2.9 mg, 0.115 mmol)
- customplaced in an ice bath
- waitAfter 1 hour
- customthe mixture was partitioned between 25 mL each of ethyl acetate and aqueous ammonium chloride
- dry with materialThe organics were dried over anhydrous sodium sulfate
- filtrationAfter filtration and solvent removal
- customthe material was purified by reverse phase HPLC (C18, CH3CN/water (0.1% TFA), 0-100%)