Hydrogen Bromide → HCID 70097318, compound

Temperature

75 °C

A mixture of 2,5-dimethylpyridin-4-amine (3.57 g, 29.3 mmol) in 48% hydrogen bromide aqueous solution (40 mL) was heated to 75° C. Then 15% hydrogen peroxide (7 mL) was added dropwise over 30 min. The reaction mixture was stirred at 75° C. for 1 h, and concentrated under reduced pressure. The pH of the solution was adjusted to 9 with 1 N sodium hydroxide solution. The aqueous mixture was extracted with DCM (250 mL×3), and the combined organic phase was washed with saturated sodium chloride solution (250 mL×1), dried with sodium sulfate, and concentrated to give 5.0 g of the product as a yellow solid. MS (ESI): m/z 203.1 [M+H]+.

1. concentrationconcentrated under reduced pressure
2. extractionThe aqueous mixture was extracted with DCM (250 mL×3)
3. washthe combined organic phase was washed with saturated sodium chloride solution (250 mL×1)
4. dry with materialdried with sodium sulfate
5. concentrationconcentrated

ORD record

ord-580610cb250142668c939703db9787be

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08969349B2