反应详情

A mixture of 5-bromo-3-bromomethyl-pyridin-2-ylamine hydrobromide (9.41 g, 27.1 mmol) and β-alanine ethyl ester hydrochloride (5.00 g, 32.5 mmol) in DMF (75 mL) was treated with N,N-diisopropylethylamine (16.5 mL, 94.9 mmol). After stirring at room temperature for 4 h, the cloudy mixture was diluted with CH2Cl2 (100 mL) and H2O. The aqueous layer was extracted with CH2Cl2 (2×150 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered and the solvent removed in vacuo. Purification by column chromatography (silica gel, CH2Cl2/MeOH/Et3N, 95/4.5/0.5 to 80/19.5/0.5) gave the title compound (1.90 g, 23%) as a tan oil: MS (ESI) m/le 302 (M+H)+.

1. extractionThe aqueous layer was extracted with CH2Cl2 (2×150 mL)
2. washThe combined organic layers were washed with brine
3. dry with materialdried over Na2SO4
4. filtrationfiltered
5. customthe solvent removed in vacuo
6. customPurification by column chromatography (silica gel, CH2Cl2/MeOH/Et3N, 95/4.5/0.5 to 80/19.5/0.5)