[Cl:1][C:2]1[CH:3]=[C:4](/[CH:9]=[CH:10]/[C:11]([N:13]2[CH2:19][CH2:18][C:17](=[O:20])[N:16]([CH2:21][CH2:22][CH2:23][N:24]3[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]3)[CH2:15][CH2:14]2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8].[I:30][CH3:31]>CO>[I-:30].[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]([N:13]2[CH2:19][CH2:18][C:17](=[O:20])[N:16]([CH2:21][CH2:22][CH2:23][N+:24]3([CH3:31])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]3)[CH2:15][CH2:14]2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]To a solution of 1-[(E)-3-(3,4-Dichloro-phenyl)-acryloyl]-4-(3-piperidin-1-yl-propyl)-[1,4]diazepan-5-one (example 4) (27 mg, 62 umol) in MeOH (0.5 ml) was added iodomethane (40 uL, 620 umol) and the reaction left for overnight at room temperature. Concentration of the mixture affording the title product (35 mg, 98%) as a white solid. MS: 452.2 (M+, 2Cl).
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