反应详情

A mixture of 1-methyl-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid (100 mg, 276 μmol), oxetan-3-amine hydrochloride (60.5 mg, 552 μmol), diisopropylethylamine (241 μl, 1.38 mmol) and propylphosphonic anhydride (50% in ethyl acetate, 407 μl, 690 μmol) in tetrahydrofurane (7 ml) is stirred for 20 hours at reflux under nitrogen atmosphere. The solvent is evaporated and to the residue is added sat. aqueous sodium hydrogencarbonate solution. The mixture is stirred for 20 minutes while a white solid precipitates. The solid is collected by filtration, washed with diethylether and dried. The residue (94 mg white solid) is triturated with ethyl acetate, filtered and the filtrate is evaporated affording 1-methyl-N4-(oxetan-3-yl)-N5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-1H-pyrazole-4,5-dicarboxamide (44 mg, 38.2%) as a white solid. mp.: >250° C. MS: m/z=418.3 (M+H+).

1. temperatureat reflux under nitrogen atmosphere
2. customThe solvent is evaporated and to the residue
3. additionis added sat. aqueous sodium hydrogencarbonate solution
4. stirringThe mixture is stirred for 20 minutes while a white solid
5. customprecipitates
6. filtrationThe solid is collected by filtration
7. washwashed with diethylether
8. customdried
9. customThe residue (94 mg white solid) is triturated with ethyl acetate
10. filtrationfiltered
11. customthe filtrate is evaporated