2-BOC-AMINO-4,6-DICHLOROPYRIDINE

To a stirred solution of 4, 6-dichloropyridin-2-amine (5.0 g, 30.6 mmol) in THF (100.0 mL) was added NaHMDS (67.5 mL, 1M solution in THF, 67.0 mmol) at -78 C followed by Boc anhydride (8.08 g, 36.7 mmol) and allowed to warm to room temperature over 12 h. After confirming the completion of starting material by TLC, the reaction mixture was quenched with saturated ammonium chloride solution extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure to get crude product which was purified by column chromatography (hexanes:ethyl acetate=9: 1) to afford desired product. 1H NMR (ppm, 400 MHz, DMSO-d6): delta 10.48 (s, 1H), 7.85 (s, 1H), 7.36 (s, 1H), 1.46 (s, 9H), MS ES calc'd. for C10H12Cl2N2O2 [M+H]+ 263, Found: 263.To a stirred solution of diisopropylethylamine (7.4 mL, 53.2 mmol) in THF was added n-BuLi (18.8 mL, 47.1 mmol, 2.5 M solution inhexanes) at -78 C, and allowed to stir at 0 C of 30 minutes. The reaction mixture was again cooled to -78 C and a solution compound

Molecular Weight:263.12
XLogP3:3.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:262.0275830
Monoisotopic Mass:262.0275830
Topological Polar Surface Area:51.2
Heavy Atom Count:16
Complexity:256
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes