2-CHLORO-6-FLUORO-3-METHOXYANILINE

To a solution of 2-chloro-6-fiuoro-3-methoxy-benzoic acid (2.7 g, 13.2 mmol, 1.0 eq) in a mixture of DCM (20 mL) and DMF (3 drops) at 0 °C was added (COCl)To a solution of 2-chloro-6-fiuoro-3-methoxy-benzoic acid (2.7 g, 13.2 mmol, 1.0 eq) in a mixture of DCM (20 mL) and DMF (3 drops) at 0 °C was added (COCl)To a solution of To a solution of 2-chloro-6-fiuoro-3-methoxy-benzoic acid (2.7 g, 13.2 mmol, 1.0 eq) in a mixture of DCM (20 mL) and DMF (3 drops) at 0 C was added (COCl)2 (5.0 g, 39.6 mmol, 3.0 eq) dropwise. The reaction mixture was stirred at room temperature for lh, and then concentrated to dryness; the residue was dissolved in acetone (20 mL) and added dropwise to a solution of NaN3 (2.6 g, 39.6 mmol, 3.0 eq) in water (15 mL) at 0 C. The reaction was stirred lh at 0 C, water (50 mL) was added, then the reaction heated at 70C overnight. The acetone was removed by distillation and the aqueous residue extracted with EtOAc. The combined organic extracts were washed with water and brine, dried ( a2S04), filtered and evaporated in vacuo to give a residue, which was purified by column chromatography (EtOAc:petroleum ether, 0:1 to 1 :30) to give the title compound as a yellow oil (0.85 g, 37 %). LC-MS: m/z 176.0, 178.0 [M+H]+

Molecular Weight:175.59
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:175.0200197
Monoisotopic Mass:175.0200197
Topological Polar Surface Area:35.2
Heavy Atom Count:11
Complexity:136
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes