反应详情

7-(2-Chloro-4,6-dimethylphenyl)-2-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine-3-carboxylic acid (5-1; 107.0 mg), 1-hydroxybenzotriazole hydrate (50.3 mg), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (72.5 mg), triethylamine (93 μL), and N-propylcyclopropanemethylamine (49 μL) were combined in 4 mL of dichloromethane and stirred at room temperature over night. The reaction mixture was then partitioned between ethyl acetate and 1M hydrochloric acid. The ethyl acetate solution was washed with aqueous sodium bicarbonate, dried with magnesium sulfate, and concentrated. The crude product was chromatographed on silica gel eluting with an acetone/hexane gradient giving a solid which was recrystallized from hexane to afford 75.6 mg of 7-(2-chloro-4,6-dimethylphenyl)-2-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine-3-carboxylic acid cyclopropylmethylpropylamide: mp 120.6-122.0° C.

1. customThe reaction mixture was then partitioned between ethyl acetate and 1M hydrochloric acid
2. washThe ethyl acetate solution was washed with aqueous sodium bicarbonate
3. dry with materialdried with magnesium sulfate
4. concentrationconcentrated
5. customThe crude product was chromatographed on silica gel eluting with an acetone/hexane gradient
6. customgiving a solid which
7. customwas recrystallized from hexane