Water → HCID 58763622, compound

Participants

Reaction Steps

A dry round bottom flask was charged with anhydrous CH2Cl2 (2 mL), PCC (22 mg, 0.10 mmol) and sodium acetate/4 Å MS (1.1, 22 mg, 0.10 mmol NaOAc). To the suspension was added 2-(6-chloro-8-methyl-2-phenyl-imidazo[1,2-a]pyridin-3-yl)-1-thiophen-2-yl-ethanol 44d (19 mg, 0.05 mmol) dissolved in CH2Cl2 (1 mL). The resulting brown suspension was stirred at room temperature for 5 h. Water (5 mL) was added, and the crude reaction was washed with CH2Cl2 (3×20 mL). The organic washes were combined and washed with brine (1×20 mL), then dried (Na2SO4), filtered and concentrated. Purification by preparative TLC with 5% MeOH/CH2Cl2 gave the title compound (4.0 mg, 21%) as a clear oil. 1H NMR (400 MHz, CDCl3) δ 7.69 (s, 1H), 7.70-7.62 (m, 4H), 7.48-7.37 (m, 3H), 7.09 (at, 1H), 7.02 (s, 1H), 4.61 (s, 2H), 2.66 (s, 3H). Mass spectrum (m/e) 367 (M+1)+

Provenance & Evidence