Potassium Carbonate → HCID 57812598, compound

Participants

Reaction Conditions

Reaction Steps

3-Bromo-7-[(R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]furo[3,2-c]pyridin-6-ylamine (150.0 mg, 0.357 mmol), 2-formylthiophene-4-boronic acid (111 mg, 0.714 mmol), potassium carbonate (148 mg, 1.07 mmol), 1,4-dioxane (4.2 mL, 54 mmol), H2O (1.2 mL, 67 mmol) and (1,1′bis-(diphenylphosphino)ferrocene palladium dichloride (10 mg, 0.02 mmol) were mixed and heated at 80° C. overnight. The crude was worked up with DCM and H2O. Product was purified by prep-TLC in DCM/methanol system. MS (ES+): m/z 451.01/453.04 (100/73) [MH+]. HPLC: tR=0.93 min (HPLC-ACQUITY, Analytical). 1H NMR (400 MHz, DMSO-d6): δ 9.99 (d, J=1.3 Hz, 1H), 8.49 (s, 1H), 8.42-8.47 (m, 2H), 8.26 (s, 1H), 7.49-7.56 (m, 1H), 7.42-7.49 (m, 1H), 6.26 (q, J=6.7 Hz, 1H), 5.71 (s, 2H), 1.85 (d, J=6.8 Hz, 3H).

Provenance & Evidence