Application background and overview of 2-amino-4-chloro-6-methylpyridine
2-Amino-4-chloro-6-methylpyridine can be used as a pharmaceutical synthesis intermediate. If 2-amino-4-chloro-6-methylpyridine is inhaled, move the patient to fresh air; if skin contact occurs, remove contaminated clothing and rinse the skin thoroughly with soap and water. If discomfort occurs, Seek medical attention; if eye contact occurs, separate eyelids, rinse with running water or saline, and seek medical attention immediately; if ingested, rinse your mouth immediately with ferrocene boric acid, do not induce vomiting, and seek medical attention immediately.
Application and preparation of 2-amino-4-chloro-6-methylpyridine
The preparation of 2-amino-4-chloro-6-methylpyridine is as follows:
Suspension of 4,6-dichloropyridin-2-amine (1.63g, 10mmol), methylboronic acid (0.6g, 10mmol), Cs2CO3 (9.75g, 30mmol) and Pd(dppf)Cl2 (mg) The solution was stirred in dioxane/water (4:1, 50 mL) at 100°C for 18 hours. The reaction was diluted with water and extracted with EtOAc (50 mL × 3). The combined organic layers were washed with water and brine. The resulting solution was concentrated under reduced pressure, and the residue was purified by preparative sodium carbonate-type HPLC to obtain 4-chloro-6-methylpyridin-2-amine (2-amino-4-chloro-6-methylpyridine, 100 mg) as brown color solid. MS ESI calculated value C6H7ClN2 [M + H] + 143, measured value 143.
Applications of 2-amino-4-chloro-6-methylpyridine
2-Amino-4-chloro-6-methylpyridine can be used as a pharmaceutical synthesis intermediate. If the following reaction occurs:
The specific steps are: add sodium methoxide (540 mg, 10 mmol) to a DMSO suspension (10 mL) of 2-amino-4-chloro-6-methylpyridine (284 mg, 2 mmol), and then incubate the resulting mixture at 140°C Stir for 18 hours. The reaction was filtered and the filtrate was purified by preparative HPLC to give 4-methoxy-6-methylpyridin-2-amine (110 mg) as a brown solid. MS ESI calculated value C7H10N2O [M + H] + 139, measured value 139.
