5-Nitrobenzimidazole → HCID 18379835, compound

Participants

Reaction Steps

A reaction of 5-nitrobenzimidazole (4.3 g, 27 mmol) and 4-methoxybenzyl chloride (4.3 ml, 30 mmol) in a procedure described in Example 9 produces 5.6 g .(19 mmol, 73%) of a mixture of 1- and 3-(4-methoxybenzyl) -5-nitrobenzimidazole, which was converted to the corresponding amines in hydrogenation (H2/Pd-C). The amine mixture was subjected to column chromatography (10%-30% i-PrOH/CH2Cl2) to provide 2.1 g (8.2 mmol, 43%) of 1-(4-methoxybenzyl)-5-aminobenzimidazole and 2.4 g (9.2 mmol, 48%) of 3-(4-methoxybenzyl)-5-aminobenzimidazole.

Provenance & Evidence