Ethyl2,6-dichloroisonicotinate

To an ice cold solution of 79 (10 g, 52 mmol) in EtOH (100 mL) was added cone HEXAMPLE 7E (2, 6-dichloropyridin-4-yl)methanol To a solution of EXAMPLE 7D (3.1 g, 14.2 mmol) in ethanol (100 mL) at 0C was added sodium triacetoxyborohydride (2.7 g, 71.1 mmol) in portions and the mixture was heated at 80C for 3 hours. The mixture was concentrated and the residue was diluted with water (20 mL). I N Hydrochloric acid was added to quench excess sodiumtriacetoxyborohydride and then the mixture was neutralized with saturated aqueous sodium carbonate. The mixture was extracted with dichloromethane (3 x 20 mL) and the combined organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was recrystallized from methanol to give the title compound. MS: 178 (M + H+).To a stirred solution of To an ice cold solution of 79 (10 g, 52 mmol) in EtOH (100 mL) was added cone H2S04 (5 mL) and the reaction mixture was heated to reflux for 12 h. Solvent was removed in vacuo. The resulting residue was cooled in an ice bath, neutralized with NaHC03 solution and extracted with EtOAc. The organic layer was dried and concentrated to afford 86 (1 1 g, 96%).a) A solution of 2, 6-dichloroisonicotinic acid (20.0 g, 104 mmol) in ethanol (250 mL) and H2SO4(5 mL) is stirred at 80 C. for 28 h. The solvent is removed in vacuo and the residue is dissolved in EA, washed with sat. aq. NaHCO3 solution and water, dried over MgSO4, filtered and evaporated to give a) A solution of 2, 6-dichloroisonicotinic acid (20.0 g, 104 mmol) in ethanol (250 mL) and H2SO4 (5 mL) is stirred at 80 C. for 28 h. The solvent is removed in vacuo and the residue is dissolved in EA, washed with sat. aq. NaHCO3 solution and water, dried over MgSO4, filtered and evaporated to give EXAMPLE 7D A solution of 2, 6-dichloroisonicotinic acid (20.0 g, 104 mmol) in ethanol (250 mL) and H2SO4 (5 mL) is stirred at 800C for 28 h. The solvent is removed in vacuo and the residue is dissolved in EA, washed with sat. aq. NaHCO3 solution and water, dried over MgSO4, filtered and evaporated to give

Molecular Weight:220.05
XLogP3:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:218.9853839
Monoisotopic Mass:218.9853839
Topological Polar Surface Area:39.2
Heavy Atom Count:13
Complexity:179
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes