6-BROMO-1H-IMIDAZO[4,5-B]PYRIDIN-2(3H)-ONE

To a solution of 2, 3-diamino-5-bromopyridine (5 g, 27 mmol) in THF (87 mL) was added CDI (3.02 g, 18.6 mmol), and the reaction mixture was stirred at 80 °C for 16 h. Then, water was added, and the mixture was filtered. The solids were collected by filtration, washed with water and Et2O, and dried under vacuum to afford the title compound (5.3 g, 25 mmol, 93percent), which was used in the next step without further purification. MS (ESI): mass calcd. for CStep 2 6-Bromo-lH-imidazo[4, 5-b]pyridin-2(3H)-one. 5-Bromopyridine-2, 3-diamine (2.45 g) was dissolved in THF (25 niL) and l, l'-carbonyldiimidazole (2.54 g, 1.2 eq) was added. The reaction was stirred at room temperature under nitrogen gas overnight. Water was then added to the mixture and the product was collected by filtration. The solid was dried under vacuum delivering product (2.57 g, 92percent yield). A mixture of 5-bromopyridine-2, 3 -diamine (2 g, 10.6 mmol) and urea (2.5 g, 41.6 mmol) was dissolved in DMF and heated to 100 °C for 16 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over a2S0To a stirred solution of compound 1(10 g) in DMF was added urea (8g) and the total reaction mass stirred at 180° c for 16hrs.cooled to RT and concentrated under vacuum to get desired compound 2 (9 g )Step-1 [0065] To a stirred solution of compound 1 (10 g) in DMF was added urea (8 g) and the total reaction mass stirred at 180° c. for 16 hrs. cooled to RT and concentrated under vacuum to get desired compound 2 (9 g)

Molecular Weight:214.02
XLogP3:0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:212.95377
Monoisotopic Mass:212.95377
Topological Polar Surface Area:54
Heavy Atom Count:11
Complexity:187
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes