Toluene diisocyanate manufacturer Knowledge Application of 4-(tetrahydropyran-4-yl)aniline_Kain Industrial Additive

Application of 4-(tetrahydropyran-4-yl)aniline_Kain Industrial Additive

Application of 4-(tetrahydropyran-4-yl)aniline_Kain Industrial Additive

Background and overview[1]

The Chinese alias of 4-(tetrahydropyran-4-yl)aniline is 4-(tetrahydropyran-4-yl)aniline, molecular formula C11H15 NO can be used as a pharmaceutical synthesis intermediate. If 4-(tetrahydropyran-4-yl)aniline 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 mouth immediately, do not induce vomiting, and seek medical attention immediately.

Apply[1]

4-(Tetrahydropyran-4-yl)aniline can be used as a pharmaceutical synthesis intermediate. For example, prepare 4-chloro-(4-(tetrahydro-2H-pyran-4-yl)phenyl)-1,3,5-triazin-2-amine as follows: 2,4-dichloro-1 , A solution of 3,5-triazine (0.93g, 6.2mmol) in N,N-dimethylformamide was added successively to N,N-diisopropylethylamine (DIEA) at 0°C (DMF, 10mL). , 1.1 mL, 6.5 mmol) and a solution of 4-(tetrahydropyran-4-yl)aniline (Combi-Blocks, 1.0 g, 5.6 mmol) in DMF (5 mL). The mixture was stirred at 0°C for 30 minutes and then warmed to room temperature overnight. The mixture was diluted first with toluene and half-saturated aqueous sodium bicarbonate solution, then with ethyl acetate and water. The mixture was filtered through a pad of Celite. The aqueous phase was extracted three times with ethyl acetate. The combined extracts were dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel) to give 4-chloro-(4-(tetrahydro-2H-pyran-4-yl)phenyl)-1,3,5-triazin-2-amine. LCMS-ESI+ (m/z): Calculated value of [M+H]+C-4H6CIN40: 291.1; measured value: 291.1.

Main reference materials

[1] WO2016049211 AMINOTRIAZINE DERIVATIVES USEFUL AS TANK-BINDING KINASE INHIBITOR COMPOUNDS

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