Water → HCID 118098706, compound

Participants

Reaction Conditions

Reaction Steps

15A (2.668 g, 5.82 mmol) was dissolved in DMSO (30 mL), lithium chloride (0.493 g, 11.64 mmol) and water (0.105 mL, 5.82 mmol) were added. The reaction mixture was stirred at 130° C. for 3 h, cooled to rt, diluted with EtOAc (150 mL), washed with water (2×50 mL), brine (1×50 mL) and dried (Na2SO4). EtOAc was removed under reduced pressure and the residue was purified by flash chromatography (0-60% EtOAc/hexanes). Fractions were combined and concentrated under reduced pressure to give 15B (2.062 g, 92% yield) as a yellowish oil. MS (ESI) m/z: 387.2 [M+1]+. 1H NMR: (400 MHz, CDCl3) δ ppm 8.11 (1H, d, J=8.34 Hz), 8.06 (1H, br. s.), 7.28-7.46 (6H, m), 5.20 (2H, br. s.), 4.55-4.69 (2H, m), 4.13 (2H, d, J=6.82 Hz), 3.64-3.86 (2H, m), 2.92 (3H, s), 1.24 (3H, td, J=7.07, 2.53 Hz).

Provenance & Evidence