Cesium carbonate → HCID 67070140, compound

Participants

Reaction Conditions

Reaction Steps

step 2—A mixture of 122 (150 mg, 0.469 mmol), benzene sulfinic acid sodium salt (94 mg, 0.573 mmol), Pd2(dba)3 (45 mg, 0.049 mmol), 4,5-bis-(diphenylphosphine)-9,9-dimethylxanthine (56 mg, 0.097 mmol, xantphos, CASRN 161265-03-8), tetrabutylammonium chloride (156 mg, 0.561 mmol), and Cs2CO3 (234 mg, 0.718 mmol) in a Schlenk flask was purged with argon 3 times before toluene (5 mL) was added. The reaction mixture was heated at 120° C. under an argon atmosphere overnight. The reaction mixture was cooled to RT, diluted with EtOAc and water. The organic layer was washed sequentially with water and brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified by SiO2 column chromatography eluting with an EtOAc/hexane gradient (10 to 20% EtOAc) to afford 0.119 g (67%) of I-107 as a light brown oil.

Provenance & Evidence