تفاعل #603396
ord-c810bd39d5e244caa5d0ef21c56f3f8a
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1workup.WAITAfter 15 min
- 2درجة الحرارةthe reaction mixture was heated at 60° C. for 15 h
- 3درجة الحرارةso the reaction mixture was heated at 70° C. for another 8 h
- 4درجة الحرارةThe reaction mixture was then cooled down to rt
- 5غسيلThe EtOAc layers were washed with water
- 6تجفيفdried over MgSO4
- 7تركيزThe organic layers were concentrated
- 8أخرىpurified by silica gel chromatography
- 9تركيزconcentrated
الإجراء التجريبي
Methyl N-[(10R,14S)-14-[6-(3-chloro-2,6-difluorophenyl)-2-oxo-1,3-oxazinan-3-yl]-10-methyl-9-oxo-16-{[2-(trimethylsilyl)ethoxy]methyl}-8,16,18-triazatricyclo[13.2.1.02,7]octadeca-1(17),2,4,6,15(18)-pentaen-5-yl]carbamate: To a solution of 10G (26 mg, 0.038 mmol) in dioxane (2 mL) was added CDI (60.9 mg, 0.376 mmol), TEA (0.262 mL, 1.878 mmol), DMAP (7.4 mg, 0.061 mmol) and sodium chloride (10.97 mg, 0.188 mmol). The reaction mixture was stirred at rt for 15 min. After 15 min, the reaction mixture was heated at 60° C. for 15 h. Aliquot LCMS shows the reaction mixture still contained the starting material and so the reaction mixture was heated at 70° C. for another 8 h. The reaction mixture was then cooled down to rt and diluted with EtOAc. The EtOAc layers were washed with water followed by brine and dried over MgSO4. The organic layers were concentrated and purified by silica gel chromatography. Desired fractions were pooled together and concentrated to yield the desired product (15 mg, 55%) as white solid product. MS (ESI) m/z: 718.1 (M+H)+.