Cesium carbonate → HCID 86642310, compound

Participants

Reaction Conditions

Reaction Steps

2-Bromo-7-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine (0.346 g, 1.01 mmol), benzhydrylideneamine (0.19 mL, 1.11 mmol), Cs2CO3 (658 mg, 2.02 mmol), Pd(OAc)2 (23 mg, 0.101 mmol) and BINAP (63 mg, 0.101 mmol) were dissolved in THF (10 mL) and heated at 100° C. for 63 hr, cooled to RT, partitioned between EtOAc and brine. The organic layer was dried (MgSO4), filtered, concentrated, and purified by SiO2 chromatography (40 g SiO2, hexanes/EtOAc 0-35% EtOAc) to give 158 mg of benzhydrylidene-[7-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-amine as a yellow liquid (20% yield).

Provenance & Evidence