Sodium Carbonate → HCID 68509571, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the alcohol (E1) (1.0 eq.) and the crude boronic ester (E2) (1.3 eq.) in DMF (1.0M), together with 2N Na2CO3 aqueous solution (2.0 eq.) was degassed with a stream of Ar for 10 min. Pd(PPh3)4 (0.05 eq) was added and the reaction heated overnight at 90° C. The reaction mixture was concentrated under reduced pressure and the residue was purified by flash column chromatography on silica using 500% EtOAc/Petroleum ether to yield the desired compound as a power. 1H NMR (400 MHz, CDCl3, 300K) δ 8.81 (2H, m), 8.20 (1H, d, J=2.0 Hz), 8.10 (1H, d, J=8.8 Hz), 7.98 (1H, dd, J=8.8, 2.0 Hz), 7.68 (1H, s), 7.61 (1H, s), 5.38 (1H, q, J=6.4 Hz). MS (ES) C14H9F3N2OS requires: 310, found: 311 (M+H+).

Provenance & Evidence