反应详情

温度

80 °C

A mixture of piperazine-1-carboxylic acid (7-methoxy-thiazolo[5,4-d]pyrimidin-2-yl)-amide hydrochloride (as prepared in Example 1, 625 mg, 1.70 mmol) in N,N-dimethylformamide (5 mL) was treated with N,N-diisopropylethylamine (660 mg, 5.10 mmol) followed by 1-(bromomethyl)-4-chloro-2-(methylsulfonyl)-benzene (530 mg, 1.87 mmol). The reaction mixture was allowed to stir at 80° C. for 3 h. At this time, the reaction was poured into water. The aqueous layer was extracted with ethyl acetate. The organics were washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 80/20 hexanes/ethyl acetate) afforded 4-(4-chloro-2-methanesulfonyl-benzyl)-piperazine-1-carboxylic acid (7-methoxy-thiazolo[5,4-d]pyrimidin-2-yl)-amide (580 mg, 69%) as an off-white solid; LRMS for C19H21ClN6O4S2 (M+H)+ at m/z=496. The NMR spectrum obtained on the sample is compatible with its structure.

1. extractionThe aqueous layer was extracted with ethyl acetate
2. washThe organics were washed with a saturated aqueous sodium chloride solution
3. dry with materialdried over magnesium sulfate
4. filtrationfiltered
5. concentrationconcentrated in vacuo