Sodium Carbonate → HCID 42636083, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-(2-aminopyrimidin-5-yl)-8-bromo-1-{[(1R)-1-cyclopropyl-2,2,2-trifluoroethyl]amino}-5H-pyrido[4,3-b]indole-4-carboxamide (100 mg, 0.19 mmol), trimethylboroxin (48 mg, 0.38 mmol), Pd(PPh3)4 (11 mg, 0.0096 mmol), and sodium carbonate (61 mg, 0.58 mmol) in 1,4-dioxane (3 mL) was purged with nitrogen, heated to 100° C. overnight, and cooled to room temperature. The mixture was concentrated and purified by flash chromatography to afford the title compound. 1H NMR (500 MHz, CD3SOCD3) δ 11.55 (s, 1H); 8.47 (s, 1H), 8.36 (s, 1H); 8.27 (s, 2H); 7.95 (br s, 1H); 7.55 (s, 1H); 7.23 (br s, 1H); 6.91 (d, 1H); 6.73 (br s, 1H); 4.83 (m, 1H); 2.42 (s, 3H); 1.59 (m, 1H); 0.75 (m, 1H); 0.63 (m, 1H); 0.55 (m, 1H); 0.33 (m, 1H). LRMS (APCI) calc'd for (C22H20F3N7O) [M+H]+, 456.2. found 456.1.

Provenance & Evidence