Cesium carbonate → HCID 69515353, compound

Participants

Reaction Conditions

Reaction Steps

racemic 2,2′-Bis(diphenyl-phosphino)-1,1′-binaphthyl (87 mg, 0.14 mmol) is dissolved in toluene (4.5 mL) and then Tris(dibenzylideneacetone)-dipalladium (0) (44 mg, 0.05 mmol), Cesium carbonate (468 mg, 1.43 mmol), 2-bromopyrimidine (228 mg, 1.43 mmol), and compound 20 (300 mg, 0.96 mmol) are added. The reaction mixture is vigorously stirred at 100° C. for 4 hrs. The reaction is then filtered hot and washed with methylene chloride followed by hot dichloroethane (30 mL). The mother liquor is then concentrated in vacuo and triturated with MeOH to obtain a crude solid which is recrystalized from dichloroethane to provide 21 (265 mg, 71%). 1H NMR (d6 DMSO): δ 10.72 (1H, s), 8.79 (2H, d, J=5.0 Hz), 7.44 (2H, d, J=8.2 Hz), 7.34 (2H, d, J=8.2 Hz), 7.23 (1H, dd, J=5.0, 5.0 Hz), 4.35 (2H, s), 3.86 (3H, s).

Provenance & Evidence