反应详情

To a stirred suspension of 4-[4-fluoro-2-(tetrahydro-2H-pyran-4-yloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid (0.5 g, 1.24 mmol) in THF/DMF (9.0 mL; 8:1) was added oxalyl chloride (0.33 mL, 3.7 mmol) and the mixture stirred for 18 hours. The solvent was concentrated and the residue co-evaporated with toluene. To the residue was added a solution of ammonia in dioxane (0.5 M, 20 mL) and the mixture stirred for 18 hours. The reaction mixture was diluted with 10% MeOH in DCM (50 mL) and absorbed onto silica. The crude product was chromatographed by flash column chromatography (3% MeOH in DCM) to give the product as pale yellow solid (0.278 g, 55.7%).

1. concentrationThe solvent was concentrated
2. additionTo the residue was added a solution of ammonia in dioxane (0.5 M, 20 mL)
3. stirringthe mixture stirred for 18 hours
4. additionThe reaction mixture was diluted with 10% MeOH in DCM (50 mL)
5. customabsorbed onto silica
6. customThe crude product was chromatographed by flash column chromatography (3% MeOH in DCM)