反应详情

A solution of methyl trans-4-(2-amino-4-oxo-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-7-yl)cyclohexanecarboxylate (0.200 g, 0.000686 mol) and N-iodosuccinimide (0.278 g, 0.00124 mol) in anhydrous DMF (4.0 mL) was stirred at rt for 48 h. The reaction was concentrated in vacuo then partitioned between H2O and EtOAc. The aqueous material was re-extracted with EtOAc (3×) and the combined organic fractions were washed with H2O (2×), Na2S2O3 (2×) and brine (1×). The aqueous was re-extracted with CHCl3 and combined with the EtOAc fractions dried over Na2SO4, filtered and concentrated in vacuo resulting in 229 mg, (79.9% yield) of the title compound as a light orange solid. 1H NMR (400 MHz, DMSO-de) δ ppm 1.34-1.65 (m, 4H), 1.88-2.06 (m, 4H), 2.33-2.45 (m, 1H), 2.91-3.01 (m, 1H), 3.61 (s, 3H), 6.17 (s, 2H), 10.82 (br. s., 1H); MS (ES+): m/z 417.82 [MH+].

1. concentrationThe reaction was concentrated in vacuo
2. customthen partitioned between H2O and EtOAc
3. extractionThe aqueous material was re-extracted with EtOAc (3×)
4. washthe combined organic fractions were washed with H2O (2×), Na2S2O3 (2×) and brine (1×)
5. extractionThe aqueous was re-extracted with CHCl3
6. dry with materialfractions dried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo