2,3-Diaminopyridine → HCID 24960136, compound

Participants

Reaction Conditions

Reaction Steps

2-(6-Chloro-pyridin-2-yloxy)-2-methyl-propionic acid (0.53 g, 2.4 mmol) and 2,3-diaminopyridine (0.268 g, 2.4 mmol) were dissolved in DMF (5 ml) cooled to 0° C. and added EDCI (0.62 g, 3.2 mmol) and stirred for 4 h. The reaction mixture was extracted in EtOAc (30 ml) and washed with brine (2×10 ml) dried over Na2SO4 and concentrated under reduced pressure to obtain crude product. The product was purified on silica gel to yield N-(3-Amino-pyridin-2-yl)-2-(6-chloro-pyridin-2-yloxy)-2-methyl-propionamide (0.54 g, 72%). 1H NMR (400 MHz, CDCl3): 4.84 (brs, 2H), 6.67 (dd, J=4.8 and 7.6 Hz, 1H), 6.78 (d, J=8.4 Hz, 1H), 7.02 (d, J=8. Hz, 1H), 7.40 (d, J=8. Hz, 1H), 7.61 (d, J=8 Hz, 1H), 7.996 (dd, J=4.8 Hz and 7.6 Hz, 1H). MS (EI) m/z: 307 (M+1).

Provenance & Evidence