反应详情

A mixture of 3-[(5-chloro-1,3-benzothiazol-2-yl)methoxy]-2,6-difluoro-N′-hydroxybenzenecarboximidamide (156, mg, 0.42 mmol, 1 equiv.), 10% Pd/C (63 mg) and ammonium formate (133 mg, 2.1 mmol, 5 equiv.) in glacial acetic acid (2 ml) was stirred under reflux for 3 h. The mixture was filtered through a pad of celite, alkalised to pH 10 with 0.5N NaOH and extracted with EtOAc (3×15 ml). The combined organic extracts were dried (MgSO4) and evaporated to dryness under reduced pressure. The crude residue was dissolved in DMSO and precipitated by addition of H2O. The solid was filtered, washed with H2O and pentane, to give 49 mg (33% yield). Purity 62% by HPLC (Gemini C18, 50×4.6 mm): m/z 354 [M+H]+, Rt=3.09 min. HPLC-MS analysis suggested that there was also 6% un-reacted starting material and 21% of the title compound without the Cl atom.

1. temperatureunder reflux for 3 h
2. filtrationThe mixture was filtered through a pad of celite
3. extractionextracted with EtOAc (3×15 ml)
4. dry with materialThe combined organic extracts were dried (MgSO4)
5. customevaporated to dryness under reduced pressure
6. dissolutionThe crude residue was dissolved in DMSO
7. customprecipitated by addition of H2O
8. filtrationThe solid was filtered
9. washwashed with H2O and pentane
10. customto give 49 mg (33% yield)
11. customun-reacted