[NH2:1][C:2](=[O:21])[C@@H:3]([NH:10]C(=O)OCC1C=CC=CC=1)[CH2:4][O:5][C:6]([CH3:9])([CH3:8])[CH3:7].[ClH:22].[H][H]>CO.[Pd]>[ClH:22].[NH2:10][C@@H:3]([CH2:4][O:5][C:6]([CH3:9])([CH3:8])[CH3:7])[C:2]([NH2:1])=[O:21]A suspension of Example 31A (784 mg, 2.67 mmol) in methanol (9 mL) at ambient temperature was treated with 10% Pd/C (75 mg) and sufficient 1M HCl to solubilize the substrate (ca. 0.50 mL). The system was equipped with a hydrogen balloon and stirred for 4 hours at ambient temperature. The reaction mixture was purged with nitrogen, filtered through diatomaceous earth (Celite®), rinsed with methanol and water, and the aqueous filtrate was washed with diethyl ether (2×40 mL). The aqueous layer was lyophilized providing 467 mg of the desired product as a white solid.
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