反应详情

Under nitrogen, 0.50 g (1.9 mmol) of 3-cyclopropylamino-2-methyl-4-(methyl-sulfonyl)benzoic acid, 0.27 g (2.4 mmol) of 1,3-dimethyl-5-hydroxypyrazole and 0.43 g (2.2 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were dissolved in dry acetonitrile. The mixture was stirred at RT for 1 day and allowed to stand for 2 days. 0.52 ml (3.7 mmol) of NEt3, 0.10 ml (0.7 mmol) of Me3SiCN and a spatula tip of KCN were added, and the mixture was stirred at RT for 2 days. The solvent was removed under reduced pressure, and the residue was taken up in CH2Cl2 and 10% strength H2SO4. The organic phase was separated off, the aqueous phase was extracted once with CH2Cl2, the combined organic phases were dried over MgSO4 and the solvent was removed under reduced pressure. The residue was purified by preparative HPLC. This gave 0.16 g of a white-beige amorphous solid in a purity of 93%.

1. waitto stand for 2 days
2. stirringthe mixture was stirred at RT for 2 days
3. customThe solvent was removed under reduced pressure
4. customThe organic phase was separated off
5. extractionthe aqueous phase was extracted once with CH2Cl2
6. dry with materialthe combined organic phases were dried over MgSO4
7. customthe solvent was removed under reduced pressure
8. customThe residue was purified by preparative HPLC