2-Bromo-6-cyano-3-methylpyridine

5-Methyl-1-oxy-pyridine-2-carbonitrile (example 36b, 1.5 g, 11 mmol) and phosphorus oxide tribromide (CAN 7789-59-5, 10 g) were mixed together. The mixture was stirred for 1 h at 100° C. Ice water was added, and the mixture extracted with ethyl acetate (10 mL). The organic phase was dried over anhydrous sodium sulfate and concentrated to give the crude product (1.0 g, 41.6percent); MS (EI): m/e 197.0 [M+H]+.5-Methyl-l-oxy-pyridine-2-carbonitrile (example 36 b, 1.5 g, 11 mmol) and phosphorus oxide tribromide (CAN 7789-59-5, 10 g) were mixed together. The mixture was stirred for 1 h at 100°C. Ice water was added, and the mixture extracted with ethyl acetate (10 mL). The organic phase was dried over anhydrous sodium sulfate and concentrated to give the crude product (1.0 g, 41.6percent); MS (EI): m/e 197.0 [M+H]+. (1.0 g, 5.0 mmol) was added to a solution of sodium hydroxide (0.3 g, 7 mmol) in water (20 mL), the mixture was stirred at 120° C. overnight. Subsequently, the mixture was adjusted to pH=3 and extracted with ethyl acetate (2.x.15 mL). The organic extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated to give the product (0.7 g, 63.8percent); MS (EI): m/e 216.0 [M+H]+. (1.0 g, 5.0 mmol) was added to a solution of sodium hydroxide (0.3 g, 7 mmol) in water (20 mL), the mixture was stirred at 120°C overnight. Subsequently, the mixture was adjusted to pH = 3 and extracted with ethyl acetate (2 x 15 mL). The organic extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated to give the product (0.7 g, 63.8percent); MS (EI): m/e 216.0 [M+H]+. (1.0 g, 5.0 mmol) was added to a solution of sodium hydroxide (0.3 g, 7 mmol) in water (20 mL), the mixture was stirred at 120° C. overnight. Subsequently, the mixture was adjusted to pH=3 and extracted with ethyl acetate (2.x.15 mL). The organic extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated to give the product (0.7 g, 63.8percent); MS (EI): m/e 216.0 [M+H]+. (1.0 g, 5.0 mmol) was added to a solution of sodium hydroxide (0.3 g, 7 mmol) in water (20 mL), the mixture was stirred at 120°C overnight. Subsequently, the mixture was adjusted to pH = 3 and extracted with ethyl acetate (2 x 15 mL). The organic extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated to give the product (0.7 g, 63.8percent); MS (EI): m/e 216.0 [M+H]+.

Molecular Weight:197.03
XLogP3:2.3
Hydrogen Bond Acceptor Count:2
Exact Mass:195.96361
Monoisotopic Mass:195.96361
Topological Polar Surface Area:36.7
Heavy Atom Count:10
Complexity:160
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes