Potassium Carbonate → HCID 75204435, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-5-bromo-N-(1-(pyrrolo[1,2-a]pyrazin-1-yl)pyrrolidin-3-yl)pyrimidine-2-carboxamide (0.036 g, 0.093 mmol, 1 eq) in 1.8 mL of DMF was added (4-fluorophenyl)boronic acid (0.10 g, 0.71 mmol, 7.7 eq), followed by K2CO3 (0.18 g, 1.3 mmol, 14 eq) in 0.2 mL of H2O and Pd(dppf)Cl2 (0.02 g, 0.03 mmol, 0.3 eq). After heating for 1 h at 120° C. the mixture was filtered and purified by HPLC to afford (S)-5-(4-fluorophenyl)-N-(1-(pyrrolo[1,2-a]pyrazin-1-yl)pyrrolidin-3-yl)pyrimidine-2-carboxamide (0.014 g, 0.035 mmol, 37%). 1H NMR (400 MHz, CD3OD) δ 9.17 (s, 2 H), 7.83 (m, 3 H), 7.71 (d, J=5.4 Hz, 1 H), 7.56 (s, 1 H), 7.31 (t, J=8.5 Hz, 2 H), 6.92 (s, 1 H), 6.85 (d, J=5.9 Hz, 1 H), 5.00-3.60 (br, 5 H), 2.65-2.30 (br, 2 H); MS: (ES) m/z calculated for C22H19FN6O [M+H]+ 403.2, found 403.

Provenance & Evidence