反应详情

To a 100 mL round bottom flask was added 4-bromo-3-methoxy-benzoic acid (860 mg, 3.7 mmol), HATU (1.4 g, 3.7 mmol), DMF (6 mL) and triethylamine (1.4 mL, 10 mmol). The reaction mixture was allowed to stir for 10 minutes. 1-Methylspiro[chromeno[4,3-c]pyrazole-4,4′-piperidine] (860 mg, 3.4 mmol) dissolved in DMF (6 mL) was added, and the mixture was allowed to stir at 25° C. After 2 h, the reaction was quenched with brine and was extracted with ethyl acetate. The combined organic layers were washed with brine 3 times. The combined organic layer were dried over sodium sulfate and evaporated. The residue was purified via silica gel chromatography (5-90% EtOAc:hexanes) to give (4-bromo-3-methoxyphenyl)(1-methyl-1H-spiro[chromeno[4,3-c]pyrazole-4,4′-piperidine]-1′-yl)methanone as white foam. ESI-MS m/z calc. 467.1. found 468.2 (M+1)+. Retention time: 3.04 minutes (4 min run).

1. additionwas added
2. stirringto stir at 25° C
3. waitAfter 2 h
4. customthe reaction was quenched with brine
5. extractionwas extracted with ethyl acetate
6. washThe combined organic layers were washed with brine 3 times
7. dry with materialThe combined organic layer were dried over sodium sulfate
8. customevaporated
9. customThe residue was purified via silica gel chromatography (5-90% EtOAc:hexanes)