Sodium Carbonate → 3-Methyl-6-pyridin-3-yl-3H-benzothiazol-2-one

Participants

Reaction Steps

A suspension of 6-Bromo-3-methyl-3H-benzothiazol-2-one (200 mg, 0.82 mmol), 3-pyridyl boronic acid (78 mg, 0.63 mmol), polymer-supported Pd(PPh3)4 (0.11 mmol/g, 115 mg, 0.0126 mmol) and Na2CO3 (2 M in water, 0.65 mL, 1.3 mmol) in DME (7 mL) was heated to reflux for overnight. After filtration and concentration, the residue was purified by flash column (MeOH—CH2Cl2, v/v, 0-4%) and yielded the title compound (200 mg). MS (ESI) m/z 243.0 (M+H, 1H NMR (400 MHz, CD2Cl2) δ ppm 3.52 (s, 3H), 7.23 (d, J=8.4 Hz, 1H), 7.43-7.46 (m, 1H), 7.63 (d, J=8.4 Hz, 1H), 7.73 (s, 1H), 7.93-7.96 (m, 1H), 8.62 (m, 1H), 8.88 (s, 1H).

Provenance & Evidence