Potassium Phosphate, Tribasic → HCID 42636016, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-[(dicyclopropylmethyl)amino]-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5H-pyrido[4,3-b]indole-4-carboxamide (30 mg, 0.067 mmol), 3-chloropyridazine (12 mg, 0.10 mmol), Pd2(dba)3 (6.2 mg, 0.0067 mmol), tricyclohexylphosphine (4.7 mg, 0.017 mmol), and K3PO4 (1.27 M, 220 μL, 0.27 mmol) in dioxane (1.3 mL) was purged with nitrogen for 10 min, heated to 100° C. for 3 h, and cooled to room temperature. The mixture was concentrated, and purified by flash chromatography to afford the title compound. 1H NMR (600 MHz, CD3SOCD3) δ 11.75 (s, 1H); 9.21 (d, 1H); 8.56 (d, 1H); 8.55 (s, 1H); 8.49 (s, 1H); 8.24 (d, 1H); 8.03 (d, 1H); 7.85 (br s, 1H); 7.81 (dd, 1H); 7.18 (br s, 1H); 6.66 (d, 1H); 3.65 (m, 1H); 1.40 (m, 2H); 0.55 (m, 2H); 0.37 (m, 6H). LRMS (APCI) calc'd for (C23H22N6O) [M+H]+, 399.2. found 399.1.

Provenance & Evidence