Dimethylformamide → HCID 86761668、化合物

反応式

[Li]CCCC.[Cl:6][C:7]1[N:8]=[C:9]([S:21]([N:24]([CH3:26])[CH3:25])(=[O:23])=[O:22])[N:10]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18])[C:11]=1Cl.CN([CH:30]=[O:31])C>C1COCC1>[Cl:6][C:7]1[N:8]=[C:9]([S:21]([N:24]([CH3:26])[CH3:25])(=[O:23])=[O:22])[N:10]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18])[C:11]=1[CH:30]=[O:31]

参加物

実験手順

nBuLi (0.21 ml of a 2.4M solution in hex, 0.51 mmol) was added dropwise to a −78° C. solution of 4,5-dichloro-N,N-dimethyl-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-2-sulfonamide (0.18 g, 0.47 mmol) in THF (3 ml). The reaction mixture was stirred for 30 mins and DMF (0.4 ml, 5.17 mmol) was added. After 10 mins, the cooling bath was removed and the reaction mixture was warmed to RT. Sat'd NaHCO3 was added and the solution was extracted with EtOAc. The organic layer was dried (Na2SO4), filtered, evaporated, and purified by silica gel chromatography (0-20% EtOAc/hexanes) to provide the title compound (0.085 g, 49%) as a clear oil. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 9.93 (s, 1H), 5.94 (s, 2H), 3.63-3.70 (m, 2H), 3.09 (s, 6H), 0.89-0.98 (m, 2H), −0.02 (s, 9H).