反应详情

Dissolve 3′-chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid t-butyl ester (2.50 g, 8.40 mmol) and phenylboronic acid (1.23 g, 10.08 mmol) in N,N-dimethylacetamide (25 mL) and water (10 mL). Add tetrakis(triphenylphosphine) palladium(0) (0.49 g, 0.42 mmol) and potassium carbonate (2.80 g, 20.16 mmol). Heat for 4 hr. at 114° C. and allow to cool about 1.5 hr. to room temperature. Partition reaction mixture between MTBE and water. Separate layers. Dry organic layer (sodium sulfate), filter, concentrate and purify (silica gel chromatography eluting with 10:90 to 30:70 ethyl acetate:hexanes), to give 3′-(phenyl)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid t-butyl ester (2.49 g, 87%). MS (ES): m/z=341 [M+H]+.

1. temperatureHeat for 4 hr
2. customat 114° C.
3. temperatureto cool about 1.5 hr
4. customto room temperature
5. customPartition
6. customreaction mixture between MTBE and water
7. filtrationDry organic layer (sodium sulfate), filter
8. concentrationconcentrate
9. custompurify
10. wash(silica gel chromatography eluting with 10:90 to 30:70 ethyl acetate:hexanes)