Tri-o-tolylphosphine → HCID 59128683, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of bromide 43 (50 mg, 0.104 mmol), 5-(trimethylstannyl)thiazole (51.1 mg, 0.21 mmol), PdCl2(MeCN)2 (2.67 mg, 10 μmol), and P(o-tolyl)3 (6.27 mg, 21 μmol) in toluene (5 mL) was heated in darkness at 85° C. overnight and then refluxed for 2 d. The mixture was concentrated and the product isolated by LCMS (column LUNA 10 μ C18(2) 00G-4253-V0 250×50 mm) using water—MeCN (0.1% AcOH) as eluent (in gradient; flow 80 mL/min) to afford 44 (20 mg, 38%). 1H NMR (400 MHz; CDCl3+3 drops of CD3OD) δ 7.30 (dd, J=4.5, 2.0 Hz, 2H), 7.35 (t, J=7.4 Hz, 2H), 7.44-7.50 (m, 2H), 7.61-7.63 (m, 1H), 7.80 (s, 1H), 7.98 (d, J=1.4 Hz, 1H), 8.00 (s, 2H), 8.42 (d, J=2.3 Hz, 1H), 8.59 (d, J=2.3 Hz, 1H), 8.70 (s, 1H). MS (ES) m/z 505 (MH+).

Provenance & Evidence