Tri-o-tolylphosphine → HCID 58388058, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (2-ethoxy-vinyl)-tributyl-stannane (37 mg, 0.10 mmol) synthesized according to WO02/018368, 2-amino-N-(4-bromo-benzyl)-6-methoxymethyl-nicotinamide (30 mg, 0.086 mmol) described in Preparation Example A+-23, tri-o-tolylphosphine (6.5 mg, 0.021 mmol), palladium acetate (0.96 mg, 0.0043 mmol), tetrabutylammonium chloride (24 mg, 0.086 mmol) and N-methylpyrrolidinone (1 mL) was stirred at 125° C. for 1 hour. The reaction solution was allowed to cool, an aqueous solution of potassium fluoride was added on an ice bath, the solution was filtered through Celite pad. The filtrate was partitioned with ethyl acetate. The organic layer was separated, washed with brine, then, evaporated in vacuo. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:2), and the title compound (12 mg, 0.035 mmol, 35%) was obtained as a colorless solid.

Provenance & Evidence