Pyridine → N-(4-methylpyridin-3-yl)acetamide

To solution of 3-amino-4-methylpyridine (540.2 mg, 5.0 mmol, 1 equiv) in dichloromethane (20 mL) was added pyridine (0.8 mL, 10.0 mmol, 2 equiv) and acetic anhydride (0.57 mL, 6.0 mmol, 1.2 equiv). The resultant solution was stirred at room temperature for 16 h and concentrated in vacuo to provide a crude residue. The residue was diluted with dichloromethane (200 mL), and washed with saturated sodium bicarbonate aqueous solution (50 mL) and brine (50 mL). The organic layer was separated, dried over sodium sulfate, and concentrated in vacuo to yield 3-acetylamino-4-methylpyridine (400.2 mg) as yellow solid which was used without further purification.

1. concentrationconcentrated in vacuo
2. customto provide a crude residue
3. washwashed with saturated sodium bicarbonate aqueous solution (50 mL) and brine (50 mL)
4. customThe organic layer was separated
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated in vacuo

ORD record

ord-0309bd1de42a47a6a3aaffcd6af65c96

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09296740B2