反应详情

30 mg of 7-Phenylquinolin-5-ol, 32.5 mg of (R)-4-((S)-1-hydroxyethyl)-1-((R)-1-phenylethyl)pyrrolidin-2-one and 150 mg of triphenylphosphine were dissolved in 3 mL of DCM. 125.5 mg of Di-tertbutyl-azodicarboxylate (DBAD) was added and the mixture stirred for 21 h at room temperature. The mixture was diluted with DCM and extracted with 1N NaOH and water. The organic phase was concentrated in vacuo and purified via flash column chromatography (FCC) (20 SiO2; cyclohexane→cyclohexane:ethylacetate:MeOH 58:40:2). Product containing fractions were concentrated, dissolved in 2 mL of trifluoroacetic acid (TFA) and heated 45 min at 150° C. in the microwave. The mixture was purified with rpHPLC (XbridgeC18, MeOH/water, TFA) to yield after lyophilisation 8 mg of Example 1 as solid. Analysis: HPLC-MS: Rt=1.21 min (method D), M+H=333.

1. extractionextracted with 1N NaOH and water
2. concentrationThe organic phase was concentrated in vacuo
3. custompurified via flash column chromatography (FCC) (20 SiO2; cyclohexane→cyclohexane:ethylacetate:MeOH 58:40:2)
4. additionProduct containing fractions
5. concentrationwere concentrated
6. dissolutiondissolved in 2 mL of trifluoroacetic acid (TFA)
7. temperatureheated 45 min at 150° C. in the microwave
8. customThe mixture was purified with rpHPLC (XbridgeC18, MeOH/water, TFA)