Trifluoroacetic acid → HCID 59610053, compound
Reaction equation
FC(F)(F)C(O)=O.[CH2:8]([O:10][C:11](=[O:40])[C:12]1[CH:17]=[CH:16][C:15]([C:18]2[S:22][C:21]([N:23](C(OC(C)(C)C)=O)CC3C=CC(OC)=CC=3)=[N:20][CH:19]=2)=[CH:14][CH:13]=1)[CH3:9]>>[CH2:8]([O:10][C:11](=[O:40])[C:12]1[CH:13]=[CH:14][C:15]([C:18]2[S:22][C:21]([NH2:23])=[N:20][CH:19]=2)=[CH:16][CH:17]=1)[CH3:9]Participants
3
Procedure
Trifluoroacetic acid (5 ml) was added to 4-{2-[tert-Butoxycarbonyl-(4-methoxy-benzyl)-amino]-thiazol-5-yl}-benzoic acid ethyl ester (300 mg, 0.64 mmol) at room temperature and reaction mixture was refluxed for 5 hrs. Trifluoroacetic acid was removed on rotavapour. The residue was taken in water (10 ml) and ethyl acetate (15 ml) and basified this with sodium bicarbonate, layers were separated, and aq. layer was re-extracted with ethyl acetate (15 ml). The combined organic layer was washed with brine (15 ml) and dried over anhydrous sodium sulfate. Solvent was evaporated on rotavapour to get the solid product. The crude material was used for the next step with out any further purification,(150 mg).
Workup
- customreaction mixture
- temperaturewas refluxed for 5 hrs