6-Bromo-4-aza-2-oxindole

Step 3: To ethyl 2-(3-amino-5-bromopyridin-2-yl)acetate (3.5 g, 13.5 mmol) was added iN aqueous HCIsolution (97 mL, 97 mmol). The reaction mixture was stirred at 50°C for 18 h. The reaction mixture was cooled to room temperature and solid NaHCC3 was added. The aqueous layer was extracted with EtCAc (3x 100 mL). The combined organic layer was washed with water and brine, dried over Na2SO4 and evaporated to give azaindolinone 6-bromo-1H-pyrrolo[3, 2-b]pyridin-2(3H)-one (1.9 g, 8.12 mmol, 60percent) asa brown solid. LCMS: calculated for [M+H]: 215, found: 215, isotope pattern present.Iron dust (0.82 g, 14.60 mmol) was added to a solution of dibenzyl 2-(5-bromo-3-nitropyridin-2-yl)malonate (preparation 30b, 1.78 g, 3.70 mmol) in glacial acetic acid (50 mL) and the mixture was heated with stirring to 120 °C. Iron dust (0.82 g, 14.60 mmol) was added to a solution of dibenzyl 2-(5-bromo-3-nitropyridin-2-yl)malonate (preparation 16b, 1.78 g, 3.70 mmol) in glacial acetic acid (50 mL) and the mixture was heated with stirring to 120 °C. After 7 hours, the mixture was cooled and left to stand overnight. The reaction was poured onto ice-water and extracted first with ethyl acetate and then with chloroform. The combined organic extract was washed with brine, dried (MgSO

Molecular Weight:213.03
XLogP3:0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:211.95853
Monoisotopic Mass:211.95853
Topological Polar Surface Area:42
Heavy Atom Count:11
Complexity:185
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes