Potassium Phosphate, Tribasic → HCID 71768629, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 3-chloro-N-(2,4-dimethylphenyl)-N-isobutyl-4-((tetrahydro-2H-pyran-4-yl)methoxy)benzenesulfonamide (100 mg, 0.215 mmol), cyclopropylboronic acid (46.1 mg, 0.536 mmol), tricyclohexylphosphine (12.03 mg, 0.043 mmol) and tripotassium phosphate (137 mg, 0.644 mmol) in toluene (4 mL) and water (0.2 mL), was added palladium(II) acetate (approximately 4.82 mg, 0.021 mmol) ensuring all particles were below solvent level. The reaction vessel was sealed and heated by microwaves (Emrys Optimiser) to 120° C. for 30 minutes. After cooling, the reaction mixture was passed through a pre-packed silica column (500 mg) to remove palladium residues, eluting with methanol. The reaction solution was evaporated in vacuo to and purified by mass directed autoprep (formic acid modifier). The appropriate fractions were concentrated under a stream of nitrogen to give the required product, 34 mg. LCMS [LCMS1] Rt 1.55 min, m/z (ES+) 472 (M+H).

Provenance & Evidence