反应详情

温度

90 °C

A solution of (2S)-methyl 2-(7-(4-allyl-7-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-2-(3-bromophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate (0.028 g, 0.045 mmol), (2-(but-3-en-1-yl)phenyl)boronic acid (0.016 g, 0.090 mmol) and 2.0 M aq. Na2CO3 (0.056 ml, 0.113 mmol) in dry DMF (2.5 ml) was sparged with N2 for 15 min, then treated with Pd(Ph3P)4 (3.7 mg, 3.2 μmol), sparged for another 5 min, then heated (90° C.) for 16 h. The reaction was cooled, filtered (0.45 μm syringe tip filter), and purified by prep-HPLC to afford the desired product. 1H NMR (500 MHz, CDCl3) δ 7.88 (dt, J=7.9, 1.3 Hz, 1H), 7.83 (t, J=1.5 Hz, 1H), 7.44 (t, J=7.6 Hz, 1H), 7.32-7.36 (m, 2H), 7.29-7.31 (m, 1H), 7.26-7.28 (m, 2H), 6.88 (s, 1H), 6.81 (s, 1H), 6.64 (s, 1H), 5.65-5.85 (m, 2H), 5.21 (dd, J=17.2, 1.6 Hz, 1H), 5.10-5.15 (m, 2H), 4.85-4.94 (m, 2H), 4.33-4.38 (m, 2H), 3.78-3.86 (m, 1H), 3.68-3.76 (m, 1H), 3.67 (s, 3H), 3.23-3.40 (m, 2H), 2.78 (s, 3H), 2.66-2.74 (m, 2H), 2.26 (td, J=7.9, 6.7 Hz, 2H), 1.92 (s, 3H), 1.20 (s, 9H). LCMS (M+H)=671.5.

1. customsparged for another 5 min
2. temperatureThe reaction was cooled
3. filtrationfiltered
4. filtration(0.45 μm syringe tip filter)
5. custompurified by prep-HPLC