Triphenylphosphine → 3-(2-Formyl-8-morpholinoimidazo[1,2-b]pyridazin-3-yl)benzonitrile

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Reaction Steps

Using the procedure described in Example 20, Step A, compound 33a was prepared from compound 5e (232 mg, 1.00 mmol), 3-bromobenzonitrile (273 mg, 1.50 mmol), Pd(OAc)2 (15.7 mg, 0.0700 mmol), PPh3 (18.4 mg, 0.0700 mmol), and KOAc (294 mg, 3.00 mmol) in DMA (4 mL) at 110° C. for 16 h. 1H-NMR (400 MHz, CDCl3) δ (ppm): 10.14 (s, 1H), 8.13-8.17 (m, 1H), 8.10 (d, J=5.6 Hz, 1H), 8.03 (dt, J=8.0, 1.3 Hz, 1H), 7.76 (dt, J=8.0, 1.3 Hz, 1H), 7.65 (t, J=7.8 Hz, 1H), 6.18 (d, J=5.6 Hz, 1H), 4.07-4.12 (m, 4H), 3.93-3.99 (m, 4H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C18H16N5O2: 334.1 (M+H). Found: 334.3.

Provenance & Evidence