1,1'-Carbonyldiimidazole → HCID 178517558, compound

Participants

Reaction Steps

A mixture of compound 55b (70.0 mg, 0.170 mmol), 1,1′-carbonyldiimidazole (40.6 mg, 0.250 mmol), 1,8-diazabicyclo[5.4.0]undec-7-ene (0.099 mL, 0.670 mmol) in acetonitrile (2 mL) was stirred at rt for 12 h. The residue was diluted with EtOAc (2×50 mL) and washed with 1N HCl (30 mL). The organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was triturated with MeOH, collected by filtration, and dried to give the title compound 75 as a yellow solid. 1H-NMR (400 MHz, CDCl3) δ (ppm): 3.79-3.96 (m, 4H), 4.49 (br. s., 4H), 5.66-5.76 (m, 2H), 6.99 (d, J=8.8 Hz, 1H), 7.36-7.47 (m, 1H), 7.66 (td, J=7.7, 1.2 Hz, 1H), 7.74 (d, J=8.1 Hz, 1H), 7.81 (s, 1H), 7.91 (d, J=8.3 Hz, 1H), 8.03 (d, J=8.8 Hz, 1H), 8.76 (s, 1H). Mass Spectrum (LCMS, ESI pos.) Calcd. for C22H19N7O4: 446.2 [M+H]. found 446.2.

Provenance & Evidence