Application background and overview of 3-cyano-4,6-dimethyl-2-hydroxypyridine
Sodium 3-cyano-4,6-dimethyl-2tetraborate-hydroxypyridine can be used as a pharmaceutical and chemical synthesis intermediate. If 3-cyano-4,6-dimethyl-2-hydroxypyridine is inhaled, move the patient to fresh air; if skin contact occurs, remove contaminated clothing and wash skin thoroughly with soap and water, e.g. If you feel unwell, seek medical attention; if eye contact occurs, separate your eyelids, rinse with running water or saline, and seek medical attention immediately; if ingested, rinse your mouth immediately, do not induce vomiting, and seek medical attention immediately.
Application structure of 3-cyano-4,6-dimethyl-2-hydroxypyridine
Applications of 3-cyano-4,6-dimethyl-2-hydroxypyridine
3-Cyano-4,6-dimethyl-2-hydroxypyridine can be used as a pharmaceutical and chemical synthesis intermediate. For example, the following compounds are synthesized:
The specific steps are: 1-methyl-4-cyano-5,6,7,8-tetrahydroisoquinolinone (3-cyano-4,6-dimethyl-2-hydroxypyridine ) (14.8g, 0.1mol) was placed in a methanol solution, added 5g Raney nickel and 15 ml ammonia, replaced with nitrogen and then replaced with hydrogen, keeping the hydrogen pressure at 10MPa under closed conditions, and slowly raising the temperature to 72°CStir overnight. Stop the reaction. After TLC monitors the completion of the reaction, cool to room temperature and filter out the catalyst. The reaction solution was concentrated in vacuo to obtain a colorless oil, which solidified after standing.
3-cyano-mica 4,6-dimethyl-2-hydroxypyridine can also undergo the following reactions:
The specific steps are: (4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)carbamic acid tert-butyl ester: to 3-cyano-4, To a solution of 6-dimethyl-2-hydroxypyridine (40g, 0.27mol) in THF/CH3OH (1:1, 2L) was added Ni (40g), Boc2O (110g, 0.5mol) and Et3N (50g, 0.5mol) . The mixture was then stirred at room temperature under an H2 atmosphere for 48 hours. willThe reaction solution was filtered and concentrated to obtain crude product. H2O (200mL) was added to the crude product and extracted with DCM (600mL×3). The organic layer was concentrated to obtain ((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)carbamic acid tert-butyl ester (40g, 56%)
Application and preparation of 3-cyano-4,6-dimethyl-2-hydroxypyridine
Method 1: The preparation of 3-cyano-4,6-dimethyl-2-hydroxypyridine is as follows: add pentanedione (10g, 0.1mol), cyanoacetamide (8.4g, 0.1mol) and Sodium hydroxide (4g, 0.1mol) was added to absolute ethanol, and the mixture was stirred at room temperature overnight. TLC monitored the completion of the reaction, stopped the reaction, filtered the precipitated solid material, washed with a little water, ethanol, and ether, and dried to obtain 142 g of 4,6-dimethyl-3-cyanopyridone as a white solid, 95.8%.
Method 2: The preparation of 3-cyano-4,6-dimethyl-2-hydroxypyridine is as follows: Add a solution of pentane-2,4-dione (100g, 1.0mol) in H2O (2L) 2-cyanoacetamide (84g, 1.0mol) and K 2CO 3 (13.8g, 0.1mol). The mixture was then stirred at room temperature for 16 hours. The reaction solution was filtered to obtain crude product. The crude product was washed with water and concentrated to give 3-cyano-4,6-dimethyl-2-hydroxypyridine prepared as follows: (138 g, 93%).
