Methyl iodide → HCID 69011848, compound

Participants

Reaction Conditions

Reaction Steps

50 mg of N-{5-[7-Bromo-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazin-3-yl]-4-methyl-thiazol-2-yl}-morpholine (0.1 mmol) is dissolved in 4 ml of Et2O and cooled to −78° C. 0.09 ml of n-BuLi 1.6M in hexane (0.15 mmol) is added at −78° C. and stirred at −78° C. for 20 min. 43 mg of iodomethane (0.3 mmol) is added to the mixture and stirred at −78° C. and allowed to come to room temperature overnight. The reaction is quenched with sat. NH4Cl and extracted with Et2O. The separated organic layer is dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane:AcOEt=3:1) to give 29.6 mg of the title compound. Yield 69%. mass spectrum (m/e): 414 (M+1). 1H NMR (CDCl3): δ 3.87 (t, J=4.6 Hz, 4H), 3.56 (t, J=4.6 Hz, 4H), 3.35 (m, 1H), 2.54 (s, 3H), 2.43 (s, 3H), 2.35 (s, 3H), 2.20 (s, 3H), 2.01 (m, 4H), 0.88 (m, 6H).

Provenance & Evidence