tert-Butanol → HCID 89961736, compound

Participants

Reaction Conditions

Reaction Steps

To a vial containing the title compound from Example 53 Step J (0.025 g, 0.080 mmol), the title compound from Example 70 Step A (0.025 g, 0.080 mmol), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (1.1 mg, 1.6 μmol), and potassium carbonate (0.033 g, 0.241 mmol) were added tert-butanol (0.89 mL) and water (0.11 mL). The vial was flushed with nitrogen, sealed tightly and heated to 80° C. overnight. The reaction solution was then cooled to room temperature and concentrated under reduced pressure. The resulting material was diluted with acetonitrile and purified by HPLC (C18 column, 10 to 100% acetonitrile/water, both 0.1% v/v trifluoroacetic acid). Fractions containing product were combined, aqueous 1 N HCl solution was added, and the resulting solution concentrated under reduced pressure to afford the title compound: LCMS m/z 413.02 [M+H]+; 1H NMR (500 MHz, CD3OD) δ 8.90 (s, 1H), 8.64 (s, 1H), 8.30 (s, 1H), 7.90-7.81 (m, 3H), 3.22 (s, 4H), 2.90 (s, 3H), 2.20-2.14 (m, 1H), 1.92 (s, 6H), 1.18-1.16 (m, 2H), 1.07-1.04 (m, 2H).

Provenance & Evidence