Methanol → HCID 69318044, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(3-iodophenylamino)-6-(2-morpholinoethylamino)-1,7-naphthyridine-3-carbonitrile (105.6 mg, 0.21 mmol, 1 eq) and tetrakis(triphenylphosphine)palladium(0) (25 mg, 0.02 mmol, 0.1 eq) was taken up in toluene (2.5 mL) in microwave tube. Tributyl(prop-1-ynyl)stannane (193 uL, 0.63 mmol, 3 eq) was added to the mixture. The tube was sealed and heated 150° C. for 1 hr. Work-up followed by chromatography (1-3% Methyl alcohol in dichloromethane), yielded 35.6 mg product (41% yield): 1H NMR (400 MHz, DMSO-D6) δ ppm 2.04 (s, 3 H) 2.40-2.46 (m, 4 H) 2.55 (t, J=6.69 Hz, 2 H) 3.30-3.40 (m, 2 H) 3.55-3.60 (m, 4 H) 6.64 (t, J=5.68 Hz, 1 H) 7.01 (s, 1 H) 7.23 (s, 1 H) 7.25 (s, 2 H) 7.34-7.40 (m, 1 H) 8.28 (s, 1 H) 8.84 (s, 1 H) 9.61 (s, 1 H).

Provenance & Evidence