2-FLUORO-4-METHOXYANILINE

b) 2-fluoro-4-(methoxy)aniline; A solution of 3-fluoro-4-nitrophenyl methyl ether (28.1 g, 164 mmol) in ethanol (200 mL) was hydrogenated with palladium on charcoal. The reaction mixture was filtered through Kieselguhr and evaporated under vacuum to afford the product as an oil (22.8 g, 98percent); MS (+ve ion electrospray) m/z 141 (MH+).To a stirred solution of 2-fluoro-4-methoxy-l -nitrobenzene (2.76 g, 16.13 mmol) in methanol (5O mL) at room temperature under nitrogen was added 10percent palladium on carbon (276 mg). Hydrogen gas was bubbled through the reaction mixture for 1 h, whereupon the suspension was filtered through a short pad of celite. The filtrate was evaporated and the resulting red oil was triturated with petroleum ether. The resulting orange solid was filtered off and dried to give 2-fluoro-4-methoxyaniline, (2.2 g, 97 percent).2-fluoro-4-methoxy-nitrobenzene (0.5 g, 2.9 mmol) was dissolved in ethyl acetate (10 mL) was added palladium on carbon (50 mg), stirred at room temperature for 1 hour. The reaction mixture was filtered, the filtrate was concentrated to give 2-fluoro-4-methoxyaniline (8B), a brown solid (0.3 g, 73percent yield) of the title compound.A solution of Compound 74a (50g) and Pd/C (lOg) in MeOH (lOOml) under H2 was stirred at room temperature for 4hrs. After filtered, the filtrate was concentrated under reduced pressure togive 41g Compound 74b.

Molecular Weight:141.14
XLogP3:1.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:141.058992041
Monoisotopic Mass:141.058992041
Topological Polar Surface Area:35.2
Heavy Atom Count:10
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes