Water → 2-Bromo-N-(3-methylisoxazol-5-yl)acetamide

3-Methyl-isoxazol-5-ylamine (2.9 g) and potassium carbonate (9.8 g) were suspended in dichloromethane (100 mL) at room temperature and 2-bromoacetyl bromide (6 g) was added dropwise. The mixture was allowed to stir overnight. Water (0.3 mL) was added together with a further quantity of potassium carbonate (3 g) and the reaction mixture stirred for a further 30 minutes. The reaction mixture was poured into water (100 mL) and extracted with dichloromethane (2×50 mL). The combined organic extracts were dried over magnesium sulfate and then evaporated in vacuo. The crude product was purifed by column chromatography on silica eluting with ethyl acetate/isohexane (50:50) to give sub-titled compound (4.8 g).

1. stirringthe reaction mixture stirred for a further 30 minutes
2. extractionextracted with dichloromethane (2×50 mL)
3. dry with materialThe combined organic extracts were dried over magnesium sulfate
4. customevaporated in vacuo

ORD record

ord-9c7072868e4e4f11a62ef658891ad7c4

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08329729B2