反应详情

Experimental conditions analogous to Example 1, from 0.26 g (1.65 mmol) of cinnoline-3-carbaldehyde, 0.49 g (2.47 mmol) of (S)-2-aminomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester, 10 mL dichloromethane, and 0.52 mg (2.47 mmol) of sodium triacetoxyborohydride. The reaction was quenched with aqueous sodium bicarbonate. The residue from the organic layer was purified using flash chromatography (0-20% methanol in dichloromethane). The organic layer was concentrated under vacuum and dissolved in 5 mL dichloromethane. To this solution were added 0.34 mL (2.47 mmol) of triethylamine and 0.4 g (1.65 mmol) of 7-methoxy-2,2-dimethyl-benzo[1,3]dioxole-5-carbonyl chloride. After 1 hour the reaction mixture was purified using flash chromatography (10-100% ethyl acetate in hexane), gave 182 mg as a yellow solid. LC-MSD, m/z for C30H36N4O6 [M+H]+: 549.7

1. customThe reaction was quenched with aqueous sodium bicarbonate
2. customThe residue from the organic layer was purified
3. concentrationThe organic layer was concentrated under vacuum
4. dissolutiondissolved in 5 mL dichloromethane
5. customAfter 1 hour the reaction mixture was purified
6. customgave 182 mg as a yellow solid