Adding a certain compound to certain chemical reactions, such as: 90145-48-5, 5-Bromopyridine-2-carboxamide, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Safety of 5-Bromopyridine-2-carboxamide, blongs to pyridine-derivatives compound. Safety of 5-Bromopyridine-2-carboxamide
Example 10Preparation of 5-bromo-N-(2,2,2-trichloro-1 -(4- ethylcvcloheylamino)ethyl)picolinamide(Compound-46) and 5-bromo-N-(2,2,2-trichloro-1 -(4- ethylcvclohexylamino)ethyl)picolinamide (Compound-47)[00147] 5-Bromopicolinamide 112 (1 .29 g, 6.4 mmol) and chloral (1 .25 mL) in dioxane (10 mL) were heated to 100 C. The mixture was concentrated to give 5- bromo-N-(2,2,2-trichloro-1 -hydroxyethyl)picolinamide 122 (99%).[00148] A solution of 5-bromo-N-(2,2,2-trichloro-1 -hydroxyethyl)picolinamide 122 (0.83 g, 2.39 mmol) in chloroform (20 mL) was reacted with PCI5 (0.51 g, 2.33 mmol) at 50 C for 30 minutes. The mixture was cooled to -78 C and 4- ethylcyclohexanamine was added (1 g, 7.5 mmol). After 1 hour, the mixture was warmed to room temperature. The reaction mixture was subjected to an aqueous work-up and the product extracted with chloroform. The organic solution was concentrated onto silica gel and the product was eluted (flash: 97:3 hexane:ether then prep-HPLC: Phenomenex Luna column (Si02), 10 micron, 250×50 mm, 150 mL/minute; 3:7 hexanes:dichloromethane) to give first eluting fraction: 5-bromo-N- (2,2,2-trichloro-1 -(4-ethylcyclohexylamino)ethyl)picolinamide (Compound-46, 106 mg) 1H NMR (300 MHz, CDCI3): delta = 8.64 (dd, J = 2.1 , 0.6 Hz, 1 H), 8.26 (d, J = 9.9 Hz, 1 H), 8.1 1 (dd, J = 8.4, 0.6 Hz, 1 H), 8.01 (dd, J = 8.4, 2.4 Hz, 1 H), 5.56 (t, J = 9.3 Hz, 1 H), 2.96 (brs, 1 H), 1 .80-1 .71 (m, 2H), 1 .59-1 .21 (m, 10H), 0.85 (t, J = 7.2 Hz, 3H), and second eluting fraction: 5-bromo-N-(2,2,2-trichloro-1 -(4- ethylcyclohexylamino)ethyl)picolinamide (Compound-47, 166 mg) 1H NMR (300 MHz, CDCI3): delta = 8.64 (dd, J = 2.1 , 0.6 Hz, 1 H), 8.30 (d, J = 9.9 Hz, 1 H), 8.1 1 (dd, J = 8.4, 0.9 Hz, 1 H),8.01 (dd, J = 8.4, 2.1 Hz, 1 H), 5.50 (t, J = 8.7 Hz, 1 H), 2.68-2.58 (m, 1 H), 2.16-2.07 (m, 1 H), 1 .86-1 .70 (m, 4H), 1 .27-1 .01 (m, 6H), 0.96-.087 (m, 1 H) 0.83 (t, J = 7.5 Hz, 3H).
The synthetic route of 90145-48-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ALLERGAN, INC.; GARST, Michael E.; CHOW, Ken; HEIDELBAUGH, Todd M.; NGUYEN, Phong; WO2011/28927; (2011); A1;,
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