HCID 58636783, compound → HCID 58636823, compound

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The debenzylation of 6-({3-benzyloxy-5-[(4′-carbamimidoyl-biphenyl-4-ylamino)-methyl]-2-methyl-pyridin-4-ylmethyl}-amino)-hexanoic acid (45) (250 mg, 0.44 mmol) was carried out in methyl alcohol (30 mL) using 10% palladium on carbon (0.5 g) with a pressure of 50 psi at room temperature for 2 hours. The product was filtered through a celite pad, and evaporated to give a crude product, which was purified by column chromatography on silica gel using a mixture of dichloromethane:methyl alcohol:30% ammonium hydroxide (10:5:1) to give 6-({5-[(4′-carbamimidoyl-biphenyl-4-ylamino)-methyl]-3-hydroxy-2-methyl-pyridin-4-ylmethyl}-amino)-hexanoic acid (46) (200 mg, 96% yield).

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