In a microwave vial was added Na2CO3 (0.049 mL, 0.097 mmol) was added to a suspension of 7-chloro-3-{[2-methyl-3-(trifluoromethyl)phenyl]methyl}-5-(4-morpholinyl)pyrazolo[1,5-a]pyrimidine (20 mg, 0.049 mmol), 1H-pyrazol-4-ylboronic acid (10.89 mg, 0.097 mmol), and PdCl2(dppf) (3.56 mg, 4.87 μmol) in 1,4-Dioxane (0.6 mL). The reaction mixture was purged with N2, sealed and irradiated with microwave at 150 C for 3 min (temp didn't reach to 150 C until at 7-8 min, total reaction time 10 min). LCMS showed complete reaction. The reaction mixture was concentrated, and the residue was loaded on a biotage column (10 g), which was eluted with 0-6% MeOH in DCM to give 17 mg (75%) of the product as a light brown solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.51 (s, 3H), 3.72 (m, 4H), 3.87 (m, 4H), 4.11 (s, 2H), 6.60 (s, 1H), 7.21 (t, 1H), 7.52 (t, 2H), 7.75 (s, 1H), 8.67 (s, 2H); LC/MS: MS (ES+) m/e 443.2 [M+H]+.
