反应详情

温度

85 °C

To a solution of 2-(4-morpholinylcarbonyl)-1,3-thiazol-5-amine (Preparation 26, 1.0 g) in THF (10 mL) under nitrogen at ambient temperature is added borane (1.0 M solution in THF, 9.39 mL). The bright yellow mixture is heated to reflux (85° C.) for 1 h. The mixture is cooled to ambient temperature, quenched with aq. NH4Cl, and extracted with EtOAc (3×75 mL). The organic layer is dried (MgSO4) and the solvent removed. The residue is purified by column chromatography (eluent 2% MeOH/CH2Cl2) to afford 329 mg (35%) of the title compound as a yellow oil. Physical characteristics: 1H NMR (CDCl3) δ2.49, 3.61, 3.65, 6.84; MS (ESI+) m/z 200 (M+H)+.

1. temperatureThe bright yellow mixture is heated
2. temperatureThe mixture is cooled to ambient temperature
3. customquenched with aq. NH4Cl
4. extractionextracted with EtOAc (3×75 mL)
5. dry with materialThe organic layer is dried (MgSO4)
6. customthe solvent removed
7. customThe residue is purified by column chromatography (eluent 2% MeOH/CH2Cl2)