2-Cyano-6-Fluoropyridine

Light yellow Cryst

A mixture of Intermediate 7 (107 mg, 0.35 mmol), General procedure: In a 10 mL seal tube, 2-fluorobenzonitrile (143 muL, 1.38 mmol), sodium azide (0.1 g, 1.54 mmol), TEA.HCl (0.21 g, 1.54 mmol) were heated at 120 C for 6 h. Once benzonitrile is completely consumed, reaction is cooled down and ice-cold 1N HClaq (10 mL) was added to the crude, precipitates formed are filtered, washed with cold water and dried under vacuum to obtain desired product. (0.16 g, 78%)A solution of II-B-1 (1.2 g, 3.7 mmol), 6- fluoropyridine-2-carbonitrile (0.67 g, 5.5 mmol) and CS2CO3 (2.4 g, 7.4 mmol) in DMF (10 mL) was stirred at 90 C for 1 h. After completion of the reaction, it was cooled to room temperature and diluted using water (50 mL). Extraction was carried out using EtOAc (30 mL x 3); the combined organic layers were washed with water (50 mL x 2); brine (50 mL); dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue obtained was purified using silica gel column chromatography (0-40% EtOAc in hexane) to provide desired intermediate B-l-I (1.25 g, 79%). LCMS: m/z; 428.9 (M+l)+. 1H NMR (CDCl3; 400 MHz) 3.64 (s, 2H); 3.71 (s, 3H); 6.96-7.01 (aromatics, 2H); 7.04-7.06 (aromatics, 1H); 7.10 (d, J = 7.6 Hz, 1H); 7.21 (dd, Jl = 0.8 Hz, J2 = 8.6 Hz, 1H); 7.24-7.28 (aromatics, 1H); 7.32-7.36 (aromatics, 1H); 7.43-7.46 (aromatics, 2H); 7.84 (dd, 7.J31 H =z, J2 = 8.4 Hz, 1H).In a 20 mL pressure vial equipped with a magnetic stirring bar was added (A mixture of (2S, 4R)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide, hydrochloride (58 mg, 0.16 mmol) and (2S, 4R)-l-(6-cyanopyridin-2-yI)-4-hydroxy-N-(4-(4-methylthiazol-5- yl)benzyl)pyrrolidine-2-carboxamide A mixture of (2S, 4R)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2- carboxamide, hydrochloride (58 mg, 0.16 mmol) and

Molecular Weight:122.10
XLogP3:1.3
Hydrogen Bond Acceptor Count:3
Exact Mass:122.02802627
Monoisotopic Mass:122.02802627
Topological Polar Surface Area:36.7
Heavy Atom Count:9
Complexity:137
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes