Acetic Acid → HCID 21940006, compound

Reaction equation

S(=O)(=O)(O)O.[C:6]([OH:9])(=[O:8])[CH3:7].[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([NH:25][C:26]3[CH:31]=[CH:30][C:29]([CH:32](O)[CH:33]4[CH2:38][CH2:37][CH2:36][N:35](C(OC(C)(C)C)=O)[CH2:34]4)=[CH:28][CH:27]=3)=[O:24])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1>C(OCC)(=O)C>[C:6]([O:9][CH:32]([C:29]1[CH:28]=[CH:27][C:26]([NH:25][C:23]([C:20]2[CH:21]=[CH:22][C:17]([C:14]3[CH:13]=[CH:12][C:11]([Cl:10])=[CH:16][CH:15]=3)=[CH:18][CH:19]=2)=[O:24])=[CH:31][CH:30]=1)[CH:33]1[CH2:38][CH2:37][CH2:36][NH:35][CH2:34]1)(=[O:8])[CH3:7]

Participants

Procedure

Concentrated sulfuric acid (0.0562 ml) was added to an acetic acid solution (3.5 ml) of tert-butyl 3-[[4-[[(4′-chloro[1,1′-biphenyl]-4-yl)carbonyl]amino]phenyl](hydroxy)methyl]-1-piperidinecarboxylate (366 mg, 0.702 mmol) obtained in Example 128, which was stirred under room temperature for 16 hours. Ethyl acetate was added to the reaction mixture, which was washed with potassium hydrogencarbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then the solvent was distilled out under reduced pressure. The resulting oily substance was purified by alumina B column chromatography (development solvent; ethyl acetate: methanol=3:1), and powdered with diisopropyl ether, to give the titled compound (210 mg).