Trifluoroacetic acid → HCID 178522636, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:34]=[CH:35][CH:36]=1)[CH2:5][C:6]1[S:10][C:9]([NH:11][C:12]([C:14]2[CH:15]=[CH:16][C:17]([O:20][C@@H:21]3[CH2:26][CH2:25][C@H:24]([C:27]([O:29]C(C)(C)C)=[O:28])[CH2:23][CH2:22]3)=[N:18][CH:19]=2)=[O:13])=[N:8][N:7]=1.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:34]=[CH:35][CH:36]=1)[CH2:5][C:6]1[S:10][C:9]([NH:11][C:12]([C:14]2[CH:15]=[CH:16][C:17]([O:20][C@@H:21]3[CH2:22][CH2:23][C@H:24]([C:27]([OH:29])=[O:28])[CH2:25][CH2:26]3)=[N:18][CH:19]=2)=[O:13])=[N:8][N:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
0.264 g of tert-butyl cis-4-{5-[5-(3-chlorobenzyl)[1.3.4]thiadiazol-2-ylcarbamoyl]pyridin-2-yloxy}cyclohexanecarboxylate (0.5 mmol, 1 eq.) is placed in 5 mL of dichloromethane with stirring. 0.37 mL of trifluoroacetic acid (4.99 mmol, 10 eq.) is added slowly. After stirring for 18 hours at room temperature, the medium is concentrated, taken up and evaporated successively with ethanol and dichloromethane. The residue is triturated with diethyl ether, drained and filtered to give 0.213 g of cis-4-{5-[5-(3-chlorobenzyl)-[1.3.4]thiadiazol-2-ylcarbamoyl]pyridin-2-yloxy}cyclohexanecarboxylic acid.