反应详情

温度

40 °C

A flask was charged with (R)-N-(methylsulfonyloxy)-1,4-dioxaspiro[4.5]decane-2-carbimidoyl chloride (1.53 g, 5.15 mmol), pyridine (1.25 ml, 15.4 mmol), sodium thiocyanate (0.417 g, 5.15 mmol) and acetonitrile (15 mL). The solution was heated to 40° C. for 40 minutes. 5-Bromo-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)pyridin-2-amine (1.02 g, 3.43 mmol) was added and the reaction was heated to 70° C. overnight. The reaction was cooled to ambient temperature, partitioned between EtOAc and water, dried over sodium sulfate, filtered and concentrate. The residue was purified over silica gel (10% MeOH/EtOAc) to afford (S)-N-(5-Bromo-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)pyridin-2-yl)-3-(1,4-dioxaspiro[4.5]decane-2-yl)-1,2,4-thiadiazol-5-amine (1.66 g, 3.18 mmol, 92.7% yield) as a yellow solid.

1. temperaturethe reaction was heated to 70° C. overnight
2. temperatureThe reaction was cooled to ambient temperature
3. custompartitioned between EtOAc and water
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrate
7. customThe residue was purified over silica gel (10% MeOH/EtOAc)