Potassium Carbonate → HCID 86700218, compound

Participants

Reaction Conditions

Reaction Steps

To a vial flushed with argon was added (S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (75 mg, 0.15 mmol), 1-methyl-3-(pyridin-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (60.4 mg, 0.18 mmol), Pd(PPh3)4 (17.4 mg, 15 μmol), and K2CO3 (62.2 mg, 0.45 mmol). De-gassed dioxane (1.6 mL) and water (0.4 mL) were then added, and the reaction was heated to 100° C. for 1 h. After cooling to 23° C., the reaction was filtered over a plug of Celite, concentrated, and purified by column chromatography (gradient 0 to 70% EtOAc in hexanes) to give the product. 1H NMR (400 MHz, CDCl3) δ 9.26 (s, 1H), 8.67 (d, J=3.6 Hz, 1H), 8.58 (s, 1H), 8.33 (d, J=7.7 Hz, 1H), 8.19 (dd, J=8.8, 1.0 Hz, 1H), 7.87 (s, 1H), 7.60-7.45 (m, 6H), 5.17 (s, 1H), 4.34-4.08 (m, 5H), 2.61 (s, 3H), 1.25 (t, J=7.1 Hz, 3H), 0.99 (s, 9H).

Provenance & Evidence