Potassium Phosphate, Tribasic → (2S)-methyl 2-(tert-butoxy)-2-(7-(8-fluoro-5-methylchroman-6-yl)-5-methyl-2-(2'-methyl-[1,1'-biphenyl]-3-yl)pyrazolo[1,5-a]pyrimidin-6-yl)acetate

Participants

Reaction Conditions

Reaction Steps

To a 2-5 ml microwave tube was added dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine (595 mg, 1.449 mmol), PALLADIUM(II) ACETATE (163 mg, 0.725 mmol), o-tolylboronic acid (296 mg, 2.174 mmol) and (2S)-methyl 2-(tert-butoxy)-2-(2-(3-chlorophenyl)-7-(8-fluoro-5-methylchroman-6-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate (400 mg, 0.725 mmol) in DMF (1.5 mL), followed by 2M K3PO4 solution (200 μl). The reaction mixture was heated in a microwave reactor at 130° C. for 30 min. The reaction mixture was filtered and the filtrate was purified by silica gel chromatography to afford (225.6 mg, 51.2%) of the title compound. 1H NMR (500 MHz, CHLOROFORM-d) δ 7.86-7.76 (m, 2H), 7.42 (t, J=7.8 Hz, 1H), 7.29-7.26 (m, 5H), 6.88-6.86 (m, 2H), 4.99 (s, 1H), 4.39-4.27 (m, 2H), 3.64 (s, 3H), 2.83-2.70 (m, 5H), 2.26 (s, 3H), 2.22-2.13 (m, 2H), 1.84 (s, 3H), 1.16 (s, 9H).

Provenance & Evidence