Sodium Carbonate → HCID 66797782, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-Methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3H-benzooxazol-2-one (304 mg, 1.1 mmol), 2-(3-Bromo-pyridin-4-yl)-propan-2-ol (217 mg, 1.0 mmol), Na2CO3 (2 M in water, 1.5 mL, 3.0 mmol) and PdCl2(PPh3)2 (56 mg, 0.08 mmol) in DMF (6 mL) was heated at 100° C. for 4 hrs. After concentration, the residue was diluted with DCM and saturated NH4Cl solution. After filtration and concentration, the residue was purified by flash column (MeOH—CH2Cl2, v/v, 0-3.5%) to give the title compound (1.4 mg, 0.5%); ESI-MS m/z: 285 [M+1]+, Retention time 0.98 min; 1H-NMR (CDCl3, 400 MHz) δ 1.51 (s, 6H), 3.43 (s, 3H), 6.95 (d, J=1.6 Hz, 1H), 7.04 (dd, J=8.4, 1.6 Hz, 1H), 7.32 (d, J=8.4 Hz, 1H), 8.11 (d, J=6.0 Hz, 1H), 8.40 (s, 1H), 8.65 (d. J=6.0 Hz, 1H).

Provenance & Evidence