反应详情

温度

60 °C

1-{5-[2-(3-Ethyl-ureido)-7-vinyl-benzothiazol-5-yl]-pyrimidin-2-yl}-4-methyl-piperidine-4-carboxylic acid ethyl ester (27 mg) was dissolved in EtOH (5 mL), THF (0.5 mL) and acetic acid (0.5 mL) and 10% palladium on carbon (6 mg) and ammonium formate (168 mg) added. The flask was evacuated and purged with N2 (×2) and stirred at 60° C. for four days. The mixture was cooled to rt and filtered through a PTFE filter. The filter was rinsed with EtOH/DCM and the filtrate concentrated under reduced pressure. The residue was then taken up in EtOAc and washed with Na2CO3 (sat, aq). The aqueous layer was washed with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by chromatography, Biotage, 12 g Grace cartridge, DCM to 4% MeOH in DCM and the relevant fractions combined and concentrated under reduced pressure to give the desired product as a white solid (19 mg, 70%). m/z: 497 [M+H]+.

1. customThe flask was evacuated
2. custompurged with N2 (×2)
3. temperatureThe mixture was cooled to rt
4. filtrationfiltered through a PTFE
5. filtrationfilter
6. washThe filter was rinsed with EtOH/DCM
7. concentrationthe filtrate concentrated under reduced pressure
8. washwashed with Na2CO3 (sat, aq)
9. washThe aqueous layer was washed with EtOAc
10. washThe combined organic layers were washed with brine
11. dry with materialdried over Na2SO4
12. concentrationconcentrated in vacuo
13. customThe residue was purified by chromatography, Biotage, 12 g Grace cartridge, DCM to 4% MeOH in DCM
14. concentrationconcentrated under reduced pressure