3-BroMo-6-Methoxy-2-pyridinecarboxaldehyde

Step F. Step F. 3-Bromo-6-methoxy-pyridine-2-carbaldehyde. A mixture of (3-bromo-6-methoxy-pyridin-2-yl)-methanol (3.25 g, 14.9 mmol) and MnO2 (9.07 g, 104 mmol) in CHCl3 (50 mL) was heated at reflux for 18 h. The mixture was filtered while hot and the filtrate was concentrated. The residue was purified (SiO2; 10% EtOAc/hexanes) to yield the title compound (2.55 g, 80%). MS (ESI): mass calcd. for C7H6BrNO2, 214.96; m/z found, 218.2 [M+H]+. 1H NMR (CDCl3): 10.13 (s, 1H), 7.80 (d, J=8.7, 1H), 6.83 (d, J=8.7, 1H), 3.99 (s, 3H).To a solution of (3-bromo-6-methoxypyridin-2-yl)methanol (500 mg, 2.29 mmol) in chloroform (15 mL) was added manganese dioxide (1.4 g, 16.10 mmol) slowly. The resulting mixture was stirred at 65 C. for 16 h. The reaction was filtered through celite and washed with dichloromethane (50 mL*4). The combined organic phase was concentrated under reduced pressure to yield To a mixture of methyl4-((diethoxyphosphoryl)fluoromethyl)-3 -(methoxymethoxy)benzoate (1 .86 g, 5.0 mmol) in DMF (30 mL) was added sodium hydride (0.26 g, 6.6 mmol, 60%) under an ice bath. The reaction mixture was stirred for 0.5 h and then To a mixture of Step G. 3-Bromo-2-dimethoxymethyl-6-methoxy-pyridine. A solution of

Molecular Weight:216.03
XLogP3:1.6
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:214.95819
Monoisotopic Mass:214.95819
Topological Polar Surface Area:39.2
Heavy Atom Count:11
Complexity:142
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes