反应详情

温度

90 °C

A solution of (S)-methyl 2-(2-(3-bromophenyl)-7-iodo-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate (0.100 g, 0.179 mmol), 4-allyl-7-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine (0.060 g, 0.188 mmol) and 2.0 M aq. Na2CO3 (0.179 mL, 0.358 mmol) in DMF (4 mL) was sparged with N2 for 5 min, treated with Pd(Ph3P)4 (0.014 g, 0.013 mmol), sparged for 2 minutes, then sealed and heated (90° C.) for 6 h. The reaction was filtered (0.45 μm syringe tip filter), and purified by prep-HPLC, affording the desired product (0.033 g, 0.053 mmol, 29.5% yield), as a yellow oily film. 1H NMR (500 MHz, CDCl3) δ 8.05 (s, 1H), 7.83 (d, J=7.6 Hz, 1H), 7.45-7.50 (m, 1H), 7.28-7.33 (m, 1H), 6.97 (br. s., 1H), 6.83 (d, J=6.3 Hz, 1H), 6.74-6.81 (m, 1H), 5.73-5.84 (m, 1H), 5.14-5.30 (m, 3H), 4.35-4.46 (m, 2H), 3.95 (m, 1H), 3.79 (s, 3H), 3.69-3.76 (m, 1H), 3.41-3.50 (m, 1H), 3.36 (m, 1H), 2.67-2.76 (m, 3H), 1.00-1.05 (m, 9H). LCMS (M+H)=625.3.

1. customsparged for 2 minutes
2. customsealed
3. filtrationThe reaction was filtered
4. filtration(0.45 μm syringe tip filter)
5. custompurified by prep-HPLC,