6-Bromo-2-quinolinecarboxylic acid

1b) General Procedure VII-ABCompound VII-VIIIc (1 g, 0.3 mmol) was dissolved in concentrated hydrochloric acid aqueous (40 mL). The solution was stirred and heated to reflux for 19 h. After the mixture was cooled to room temperature, the precipitate was collected by filtration, and was washing with water, to give compound VII-VIIId (0.6 g, yield: 46percent). MS (ESI) m/z (M+H)General procedure: To a flask containing amine (1 eq), and carboxylic acid (1.5 eq) in DMF or EtOAc (0.1 M-0.2 M) were added either N-methylimidazole, diisopropylethylamine, or triethylamine (3.0-5.0 eq) followed by T3P solution (1.5-3.0 eq., 50% in EtOAc). The resulting reaction mixture was stirred at rt for 4 h, at which point 1 M NaOH solution was added followed by EtOAc. The layers were separated, and the aqueous layer was extracted with EtOAc (3x). The combined organic layers were dried over anhydrous Mg504, filtered and concentrated under reduced pressure. The cmde reaction mixture was purified employing silica flash chromatography or reverse-phase HPLC to provide the desired product.1b) 6-Bromo-2-quinolinecarboxylic Acid Concentrated sulfuric acid (0.75 L) was added during 15 min to a stirred suspension of 6-bromo-2-(tribromomethyl)quinoline (350 g, 0.76 mol) in water (1.75 L). The resulting suspension was heated at 150 C. (bath temperature) for 5 hr. The mixture was cooled and the precipitate was collected by filtration, washed with water and dried to give

Molecular Weight:252.06
XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:250.95819
Monoisotopic Mass:250.95819
Topological Polar Surface Area:50.2
Heavy Atom Count:14
Complexity:234
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes