反应详情

A mixture of tert-butyl {1-[4-(2-bromo-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]cyclobutyl}carbamate (50 mg, 0.090 mmol), N-methyl-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide (49 mg, 0.18 mmol), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (6 mg, 0.009 mmol), and 2M Na2CO3 aq. (0.090 mL, 0.18 mmol) in DMF (3 mL) was treated with microwave (160° C. for 1 hour). The mixture was diluted with AcOEt, washed with water(×3), brine, dried over Na2SO4, then filtrated through Celite pad. The filtrate was concentrated and the residue was purified by preparative thin-layer chromatography (n-hexane/AcOEt=1:4) to afford the desired product (30 mg, 53%) as a pale pink solid. 1HNMR (CDCl3) 400 MHz δ: 8.16 (dd, J=8.0 Hz and 1.7 Hz, 1H), 8.02 (d, J=2.9 Hz, 1H), 7.63 (d, J=8.0 Hz, 2H), 7.39 (d, J=8.0 Hz, 2H), 7.32 (td, J=8.0 Hz and 1.7 Hz, 2H), 7.18 (d, J=8.0 Hz, 2H), 7.16 (t, J=8.0 Hz, 1H), 7.06 (d, J=8.0 Hz, 2H), 6.96 (d, J=8.0 Hz, 1H), 6.81 (d, J=8.0 Hz, 1H), 6.61 (dd, J=8.0 Hz and 4.6 Hz, 1H), 6.27 (s, 1H), 5.13 (br s, 1H), 3.26 (s, 3H), 2.58-2.52 (m, 2H), 2.51-2.39 (m, 2H), 2.19-2.13 (m, 1H), 1.95-1.85 (m, 4H), 1.39 (br s, 9H). LCMS: 627 [M+H].

1. additionwas treated with microwave (160° C. for 1 hour)
2. washwashed with water(×3), brine
3. dry with materialdried over Na2SO4
4. filtrationfiltrated through Celite pad
5. concentrationThe filtrate was concentrated
6. customthe residue was purified by preparative thin-layer chromatography (n-hexane/AcOEt=1:4)