[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[O:11][CH3:12])=O.[CH3:13][C:14]1[N:15]=[C:16]([CH2:19][C:20](=[O:23])[CH2:21][CH3:22])[S:17][CH:18]=1.N1CCCCC1.C(O)(=O)C>ClCCl>[CH3:12][O:11][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:3]=1[CH:1]=[C:19]([C:16]1[S:17][CH:18]=[C:14]([CH3:13])[N:15]=1)[C:20](=[O:23])[CH2:21][CH3:22])[C:7]#[N:8]400 mg (2.48 mmol) of the compound from example 3A and 924 mg (2.73 mmol, 50% purity) of the compound from example 5A are dissolved in 10 ml of dichloromethane, and 0.245 ml (2.48 mmol) of piperidine and 0.142 ml (2.48 mmol) of acetic acid are added. The reaction mixture is heated under reflux with an inverse water trap overnight. The volatile components are removed in a rotary evaporator, and the crude product is purified by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 20:80→95:5). 657 mg (83% of theory) of the title compound are obtained as a mixture of the E/Z isomers.
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