2,6-Dichloro-4-methyl-3-pyridinecarbonitrile

White to light brown powder

3-ethynyl-4-methylpyridine-2, 6-diol (28.0 g, 195.2 mmol) was dissolved in POCl3-ethynyl-4-methylpyridine-2, 6-diol (28.0 g, 195.2 mmol) was dissolved in POCl3-Ethynyl-4-methylpyridine-2, 6-diol (28.0 g, 195.2 mmol) was dissolved in POCl 3 (60.0 mL). The reaction mixture was sealed in a pressure tube, And heated to 180 ° C. for 6 hours. After cooling the reaction to room temperature, excess POCl 3 Was removed under vacuum. Crushed ice was slowly added to the mixture to form a solid. The solid was filtered off and dried under vacuum to give the final product 2, 6-dichloro-4-methylpyridine-3-carbonitrile (yield ~ 92percent) without further purification.3-Ethynyl-4-methylpyridine-2, 6-diol (28.0 g, 195.2 mmol) was dissolved in POCl3 (60.0 mL).The reaction mixture was sealed in a pressure tube and heated to 180 ° C for 6h.After the reaction was cooled to room temperature, excess POCl3 was removed under vacuum. Slowly add crushed ice to the mixture, followed by the appearance of a solid.The solid was filtered and dried under vacuum to give the final product without further purification2, 6-dichloro-4-methylpyridine-3-carbonitrile(Yield ~ 92percent).2, 6-dihydroxy-4-methyl-nicotinonitrile (6 g, 39.96 mmol) and benzyltriethyl ammonium chloride (18.20 g, 79.92 mmol) were added with phosphorous oxychloride (30.63 g, 199.8 mmol) and stirred overnight at 120 °C. The mixture was slowly added to cool water and the resulting solid was filtered to obtain 6.64 g (89percent) of 2, 6-dichloro-4-methyl-nicotinonitrile. 'H NMR (300 MHz, CDCl3) 8 7. 29 (s, 1H), 2.59 (s, 3H).3-Cyano-2, 6-dichloro-4-methylpyridine (111) [0144] 3-Cyano-2, 6-dihydroxy-4-methylpyridine (110, 10 g, 0.07 mol) and phosphorus oxychloride (25 mL, 0.27 mol) were sealed in a heavy-walled tube and the mixture was heated to 150-180° C. in an oil bath for 8 h. The resulting mixture was allowed to cool to room temperature and carefully quenched by pouring it into ice (200 g). The light brown precipitate was filtered, washed with water and dried to yield 111 (8.3 g, 67percent): mp 114-118° C. (lit. (J. Org. Chem. 1960, 25, 560-564.) mp 109-110° C.).

Nevirapine intermediate

Molecular Weight:187.02
XLogP3:2.9
Hydrogen Bond Acceptor Count:2
Exact Mass:185.9751535
Monoisotopic Mass:185.9751535
Topological Polar Surface Area:36.7
Heavy Atom Count:11
Complexity:186
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes