反应详情

To a cold stirred solution (ice/water bath) of 6-methyl-N*2*-(4-trifluoromethyl-benzyl)-pyrimidine-2,4,5-triamine (341 mg, 1.15 mmol) in acetonitril (7.5 ml), tert-butylacetyl chloride (0.16 ml, 1.15 mmol) was added dropwise in 2 min. Cold bath was removed and stirring continued for 45 min. The obtained reaction mixture was poured into SCX column (10 g, H+ form), washed with acetonitrile (20 ml), methanol (100 ml), and the product was eluted with 4M NH3 in methanol (60 ml). The volatiles were removed in vacuo and the crude product was purified by flash chromatography on silica gel (20 g) with gradient heptane-ethyl acetate to give 153 mg of solid. Yield 33.7%. LC-MS (m/z) 395.9 (MH+); tR=2.00. 1H NMR (500 MHz, DMSO-d6): 1.02 (s, 9H), 1.96 (s, 3H), 2.15 (s, 2H), 4.5 (d, 2H), 5.9 (br, 2H, NH2), 6.97 (br, 1H, NH), 7.5 (d, 2H), 7.65 (d, 2H), 8.57 (s, 1H, NHCO).

1. customCold bath was removed
2. customThe obtained reaction mixture
3. additionwas poured into SCX column (10 g, H+ form)
4. washwashed with acetonitrile (20 ml), methanol (100 ml)
5. washthe product was eluted with 4M NH3 in methanol (60 ml)
6. customThe volatiles were removed in vacuo
7. customthe crude product was purified by flash chromatography on silica gel (20 g) with gradient heptane-ethyl acetate