Reacción #328252

Ecuación de reacción

potassium peroxymonosulfate

4-[(2-amino-5-bromopyridin-3-yl)thio]-2-methylbutan-2-ol

acetone

water

→

4-[(2-amino-5-bromopyridin-3-yl)sulfinyl]-2-methylbutan-2-ol

Rendimiento 60.0%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction mixture was partitioned between water (20 mL) and ethyl acetate (50 mL)
2. 2
   OtroThe organic layer was separated
3. 3
   Lavadowashed with water (20 mL) and brine (20 mL)
4. 4
   Secadodried over sodium sulfate
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated
7. 7
   OtroPurification by flash chromatography (35% to 80% ethyl acetate in hexane)

Procedimiento

To a solution of 4-[(2-amino-5-bromopyridin-3-yl)thio]-2-methylbutan-2-ol (83 mg, 0.28 mmol) in a mixture of methanol (750 μL), acetone (750 μL) and water (450 μL) was added potassium peroxymonosulfate (131 mg, 0.21 mmol) and the reaction mixture was stirred for 90 minutes at 0° C. The reaction mixture was partitioned between water (20 mL) and ethyl acetate (50 mL). The organic layer was separated and washed with water (20 mL) and brine (20 mL), dried over sodium sulfate, filtered and concentrated. Purification by flash chromatography (35% to 80% ethyl acetate in hexane) gave 4-[(2-amino-5-bromopyridin-3-yl)sulfinyl]-2-methylbutan-2-ol (52 mg, 60%); MS (EI) for C10H15BrN2O2S: 308 (MH+).

Fuente