Cesium carbonate → HCID 86642312, compound

Participants

Reaction Conditions

Reaction Steps

2-Bromo-7-chloro-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine (1.31 g, 3.61 mmol), benzhydrylideneamine (0.67 mL, 3.97 mmol), Cs2CO3 (2.35 g, 7.22 mmol), Pd(OAc)2 (81 mg, 0.361 mmol) and BINAP (225 mg, 0.361 mmol) were dissolved in THF (36 mL) and heated at 100° C. overnight, cooled to RT, partitioned between EtOAc and brine. The organic layer was dried (MgSO4), filtered, concentrated, and purified by SiO2 chromatography (150 g SiO2, hexanes/EtOAc 0-25% EtOAc) to give 992 mg of benzhydrylidene-[7-chloro-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-amine as a yellow liquid (59% yield).

Provenance & Evidence