反应详情

A stirred solution of 1-methyl-2-(tri-n-butylstannyl)pyrrole (prepared as described in H. M. R. Hoffmann et al. Synthesis, 1996, 164) (1.07 g, 2.89 mmol), (1-benzylindazol-5-yl)-(6-iodoquinazolin-4-yl)-amine hydrochloride (1.0 g, 1.95 mmol), triethylamine (0.4 ml, 0.29 g, 2.87 mmol) and 1,4-bis(diphenylphosphino)-butane palladium (II) chloride (0.9 g, catalytic) in dioxane (10 ml) was heated to reflux under a nitrogen atmosphere for 18 hours. The mixture was concentrated in vacuo and purified by silica gel chromatography, eluting with 2:1 i-hexane/EtOAc. Concentration of the appropriate fractions gave a yellow solid which was dissolved in EtOAc and treated with a solution of HCl in dioxane. The precipitate was collected by filtration, washed with EtOAc and dried at 60C in vacuo to give the product as a green-yellow solid (0.26 g, 0.557 mmol, 29%); δH [2H6]DMSO 11.95 (1H,s), 8.86-8.96 (2H,m), 8.18-8.27 (2H,m), 8.07 (1H,s), 7.99 (1H,d),7.83 (1H,d), 7.65 (1H,dd), 7.22-7.40 (5H,m), 7.01 (1H,t), 6.49 (1H,dd), 6.19 (1H,t), 5.71 (2H,s), 3.82 (3H,s); m/z (M+1+) 4.31.

1. temperatureto reflux under a nitrogen atmosphere for 18 hours
2. concentrationThe mixture was concentrated in vacuo
3. custompurified by silica gel chromatography
4. washeluting with 2:1 i-hexane/EtOAc
5. customConcentration of the appropriate fractions gave a yellow solid which
6. filtrationThe precipitate was collected by filtration
7. washwashed with EtOAc
8. dry with materialdried at 60C in vacuo