反应详情

The product was synthesized in a manner similar to that described for the preparation of 4-(azetidin-1-yl)-7-methyl-5-(1-methyl-1H-pyrazol-4-yl)imidazo[5,1-f][1,2,4]triazine in Example 2, except that 1-(4-methoxyphenyl)-N-methylmethanamine was utilized in place of azetidine hydrochloride, and the workup was modified somewhat: after the slurry was extracted with dichloromethane, the combined organic layers were washed with 1 N aqueous sodium hydroxide solution, washed with saturated aqueous sodium chloride solution, and dried over sodium sulfate. After filtration, the filtrate was concentrated in vacuo and passed through a short column of silica gel (Eluant: 5% methanol in ethyl acetate). The eluant was concentrated under reduced pressure, and the resulting solid was washed with tert-butyl methyl ether followed by diethyl ether, to provide C6. Yield: 36.0 g, 99.1 mmol, 76%. LCMS m/z 364.2 (M+1). 1H NMR (400 MHz, CDCl3) δ 2.67 (s, 3H), 2.84 (s, 3H), 3.77 (s, 3H), 3.88 (s, 3H), 4.66 (s, 2H), 6.82 (br d, J=8.7 Hz, 2H), 7.07 (br d, J=8.6 Hz, 2H), 7.58 (s, 1H), 7.62 (s, 1H), 7.89 (s, 1H).

1. customThe product was synthesized in a manner similar to
2. extractionafter the slurry was extracted with dichloromethane
3. washthe combined organic layers were washed with 1 N aqueous sodium hydroxide solution
4. washwashed with saturated aqueous sodium chloride solution
5. dry with materialdried over sodium sulfate
6. filtrationAfter filtration
7. concentrationthe filtrate was concentrated in vacuo
8. concentrationThe eluant was concentrated under reduced pressure
9. washthe resulting solid was washed with tert-butyl methyl ether