Potassium Phosphate, Tribasic → HCID 59442643, compound

Participants

Reaction Conditions

Reaction Steps

190 mg of 4-(3-bromophenyl)-4-cyclopropylmethoxy-1-phenylcyclohexanecarboxylic acid, 57 mg of cyclopropylboronic acid, 12.4 mg of tricyclohexylphosphine, 4.97 mg of palladium(II) acetate and 376 mg of potassium phosphate (K3PO4) were heated for 4 h at 100° C. in 10 ml of toluene and 1 ml of water. The reaction mixture was allowed to stand for 15 h at room temperature and subsequently heated for a further 3 h at 100° C. It was then diluted with 50 ml of EA and washed twice with 20 ml each of a saturated aqueous sodium hydrogensulfate solution. The organic phase was dried over magnesium sulfate and the solvent was removed in vacuo. The residue was purified by preparative HPLC (column: Waters X-Terra MS C18, 100×30 mm, 5 μm; eluent A: water+0.1% TFA, eluent B: acetonitrile; flow: 30 ml/min; gradient: 90% A+10% B for 2.5 min, then to 75% A+25% B in 0.5 min, then to 25% A+75% B in 11 min, then to 5% A+95% B in 1 min, then to 90% A+10% B in 2.5 min). 25 mg of the title compound were obtained as an amorphous solid.

Provenance & Evidence