Sodium hydride → HCID 68549442, compound

Participants

Reaction Conditions

Reaction Steps

The 1-(2-Bromo-4-nitro-imidazol-1-yl)-3-[4-(5-bromo-pyrimidin-2-yl)-[1,4]diazepan-1-yl]-2-methyl-propan-2-ol (600 mg, 1.15 mmol) in DMF (4 ml) was treated with NaH (33 mg, 1.4 mmol) at 0° C. and heated to 60° C. for 2 h. The reaction mixture is cooled, diluted with saturated NH4Cl (aq) and extracted with EtOAc. The organic layer was dried over Na2SO4, concentrated and purified by column chromatography to titled compound (384 mg, 75%). ESI MS m/z 439 (M+H+); 1H NMR (400 MHz, CDCl3) δ 8.24 (s, 2H), 7.4 (s, 1H) 4.15 (d, J=23 Hz, 1H), 3.81 (m, 5H), 3.06 (d, J=38 Hz, 1H), 2.95 (m, 2H), 2.85 (m, 1H), 2.75 (m, 1H), 2.62 (d, J=29 Hz, 1H), 1.63 (m, 2H), 1.54 (s, 3H).

Provenance & Evidence