Potassium Phosphate, Tribasic → HCID 58109645, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (R)-6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one (15 mg, 0.036 mmol), cyclopropylboronic acid (5.5 mg, 1.78 equiv.), Pd(OAc)2 (2 mg, 25% mol), tricyclohexylphosphine (5 mg, 50% mol), K3PO4 (20 mg, excess), water (1 mL) and DMF (1 mL) were heated in a microwave oven for 45 min at 100° C. The mixture was diluted with EtOAc (10 mL), washed with water (4 mL) and brine (5 mL), and dried over Na2SO4. After filtration and concentration, the residue was purified by preparative HPLC to afford (R)-6-allyl-3-((S)-1-(4-cyclopropylphenyl)ethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one (6.2 mg, 45%). LC-MS Method 1, tR=2.02 min, m/z=380. 1H NMR (CDCl3) 7.24 (m, 2H), 7.02 (t, 2H), 6.76 (q, 4H), 5.75-5.56 (m, 2H), 5.10-4.98 (dd, 2H), 2.57 (m, 2H), 1.48 (d, 3H), 0.92 (m, 2H), 0.60 (m, 2H).

Provenance & Evidence