2-Fluoropyridine-6-carboxylicacid

White to light yellow powder

To [A] solution of 2-fluoro-6-methyl-pyridine (2.5g, 22.5 [MMOL)] in water (170 ml) was added portionwise [KMN04] (2g, 12.65 mmol) and the mixture was heated to reflux. Then [KMN04] (8g, 50.63 [MMOL)] was added portionwise and the mixture was heated under reflux for 3 hours. On cooling, the precipitate was filtered and the filtrate was acidified with a solution of HCI and then concentrated under reduced pressure. The residue was triturated with hot EtOH, the solid was filtered and the filtrate was concentrated to dryness under reduced pressure. The title compound was obtained as a white solid (1.7g, 53percent); m. p. [137°C.]To a solution of 2-fluoro-6-methyl-pyridine (2.5g, 22.5 [MMOL)] in water (170 ml) was added portion-wise [KMN04] (2g, 12.65 [MMOL)] and the mixture was heated to reflux. [KMN04] [(8G, ] 50.63 [MMOL)] was added portion-wise and the mixture was heated under reflux for 3 hours and then cooled. The precipitate was filtered and the filtrate was acidified with a solution of HCI and then concentrated under reduced pressure. The residue was triturated with hot [ETOH, ] the solid filtered and the filtrate was concentrated to dryness under reduced pressure. The title compound was obtained as a white solid (1.7g, 53percent); m. p. [137°C.]PREPARATION 233 General procedure: The precursor, [Ru(eta6-benzene)Cl(mu-Cl)]2/[Ru(eta6-toluene)Cl(mu-Cl)]2 (0.10 mmol, 1 eq) was dissolved in ethanol (4 mL) and stirred for 5 min at 50 C. Corresponding ligand (picolinic acid/General procedure: The precursor, [Ru(eta6-benzene)Cl(mu-Cl)]2/[Ru(eta6-toluene)Cl(mu-Cl)]2 (0.10 mmol, 1 eq) was dissolved in ethanol (4 mL) and stirred for 5 min at 50 C. Corresponding ligand (picolinic acid/General procedure: To a round-bottomed flask, [(dpq)2IrCl]2 (1.58 g, 1.0 mmol), 2.5 mmol fluoropicolinic acid, sodium hydroxide (0.40 g, 10.0 mmol), dichloromethane (15 mL) and methanol (15 mL) were added sequentially.The mixed solution was stirred at room temperature under anitrogen atmosphere for 6 h, and further distilled by vacuum. The crudeproducts were further purified by silica column chromatography usingdichloromethane/ethyl acetate (6:1, v/v) as the eluent to afford themethoxy substituted cyclometalated iridium(III) complexes (MeOIr1-MeOIr4).

Molecular Weight:141.10
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:141.02260653
Monoisotopic Mass:141.02260653
Topological Polar Surface Area:50.2
Heavy Atom Count:10
Complexity:140
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes