5-bromo-2-ethoxy-3-methoxypyridine

c. Preparation of Compound To a 25 mL flask containing (63.8 mg, 1.2 mmol) of sodium ethoxide was added 3 mL dry ethanol. The mixture was stirred for 30 minutes. 2-Chloro-3-methoxy-5-bromopyridine (230 mg, 1.04 mmol) was added to the mixture and heated to 60 °C for 16 hours. The reaction was allowed to cool and the solvent was removed. Ethyl acetate was added (50 ml) was added to the residue. The ethyl acetate solution was washed with water and then brine. The organic solvent was dried and concentrated, purified by ISCO flash chromatography using 10percent ethyl acetate in hexane to give 220 mg (97percent yield) of the desired product. NMR (300 MHz, CDC1As shown in step 5-i of Scheme 5, 5-bromo-2-chloro-3-methoxypyridine (1.0 g, 4.5 mmol, prepared in the same manner as Compound 1003 in starting with 3- bromo-5-methoxypyridine) was treated with a sodium ethoxide/ethanol solution (5.05 mL, 21percent w/v, 13.5 mmol) and the reaction mixture microwave irradiated at 100As shown in step 3(b)-i of Scheme 3(b), 5-bromo-2-chloro-3-methoxypyridine (1.0 g, 4.5 mmol, prepared in the same manner as Compound 2003 in starting with 3- bromo-5-methoxypyridine) was treated with a sodium ethoxide/ethanol solution (5.05 mL, 21percent w/v, 13.5 mmol) and the reaction mixture microwave irradiated at 100°C for 20 minutes. Water was added and the ethanol evaporated under reduced pressure. The resulting aqueous solution was extracted with DCM and ether, followed by drying the combined extracts over MgS04. After filtration, removal of the volatiles under reduced pressure provided 5-bromo- 2-ethoxy-3-methoxypyridine (Compound 2011), 0.72 g, 69percent yield): ESMS (M+H)

Molecular Weight:232.07
XLogP3:2.2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:230.98949
Monoisotopic Mass:230.98949
Topological Polar Surface Area:31.4
Heavy Atom Count:12
Complexity:134
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes