Cl[CH2:2][C:3]1[NH:7][C:6]2[CH:8]=[CH:9][C:10]([C:12]([O:14][CH3:15])=[O:13])=[CH:11][C:5]=2[N:4]=1.[Na+].[I-].[NH:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1.C(#[N:26])C>>[O:21]1[CH2:22][CH2:23][N:18]([NH:26][CH2:2][C:3]2[NH:7][C:6]3[CH:8]=[CH:9][C:10]([C:12]([O:14][CH3:15])=[O:13])=[CH:11][C:5]=3[N:4]=2)[CH2:19][CH2:20]1Methyl 2-(chloromethyl)-1H-benzimidazole-5-carboxylate (5) (0.5 g, 2.2 mmole), NaI (30 mg, 0.2 mmole), in 25 ml of anhydrous acetonitrile, add morpholine (0.48 ml, 5.50 mmole) and stir at ambient temperature for 5 hours. The solution was concentrated under reduced pressure and the resulting yellow solid redissolved in dichloromethane (20 ml) and washed with 10 ml of saturated bicarbonate solution. The organics were dried over anhydrous sodium sulfate and then concentrated to yield a fluffy solid (0.5 g, yield 81%) of 6.
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