反应详情

To a solution of tert-butyl 3-[5-(2-aminopyrimidin-4-yl)-4-(4-fluorophenyl)-1H-imidazol-1-yl]azetidine-1-carboxylate (C4) (2.1 g, 5.1 mmol) in methanol (10 mL) was added aqueous hydrochloric acid (5 N, 30 mL) and the reaction was stirred for 2 hours at room temperature. The solution was concentrated and the residue was diluted with water (100 mL) and ethyl acetate (100 mL). After adjusting the mixture to pH=9 with aqueous ammonia, the aqueous layer was extracted with ethyl acetate (100 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo to give the product as a solid. Yield: 1.1 g, 3.5 mmol, 69%. LCMS m/z 311.4 (M+1). 1H NMR (400 MHz, CD3OD) δ 3.95 (br d, J=7.5 Hz, 4H), 5.51 (m, 1H), 6.38 (br d, J=5.2 Hz, 1H), 7.10 (br dd, J=8.5, 8.5 Hz, 2H), 7.44 (br dd, J=8, 5 Hz, 2H), 8.10 (br d, J=5.0 Hz, 1H), 8.21 (br s, 1H).

1. concentrationThe solution was concentrated
2. additionthe residue was diluted with water (100 mL) and ethyl acetate (100 mL)
3. extractionthe aqueous layer was extracted with ethyl acetate (100 mL)
4. dry with materialThe combined organic layers were dried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo