反应详情

5.60 g tetrabutylammonium fluoride-trihydrate are added to 2.50 g of 4-[(3-bromophenyl)amino]-7-[3-(tert. butyldimethylsilyloxy)-propyloxy]-6-nitro-quinazoline in 25 ml of tetrahydrofuran. The reaction mixture is stirred for about 2 hours at ambient temperature. After the cleavage is complete, the reaction mixture is combined with 150 ml of a 2% ammonium chloride solution and cooled in the ice bath. A yellow precipitate is formed which is suction filtered and washed with water. The precipitate, while still damp, is dissolved in methylene chloride/methanol (6:4), dried over sodium sulphate and concentrated by evaporation. The yellow residue is stirred with a little petroleum ether and suction filtered, washed with petroleum ether and dried in vacuo. Yield: 1.29 g (66% of theory) Rf value: 0.63 (silica gel, methylene chloride/methanol=9:1) Mass spectrum (ESI*): m/z=417, 419 [M−H]−

1. customA yellow precipitate is formed which
2. filtrationfiltered
3. washwashed with water
4. dissolutionThe precipitate, while still damp, is dissolved in methylene chloride/methanol (6:4)
5. dry with materialdried over sodium sulphate
6. concentrationconcentrated by evaporation
7. stirringThe yellow residue is stirred with a little petroleum ether and suction
8. filtrationfiltered
9. washwashed with petroleum ether
10. customdried in vacuo