Hydrochloric Acid → HCID 59118229, compound

Participants

Reaction Steps

A stirred solution of methyl 2-[(2R)-2-({(tert-butoxycarbonyl)[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-pyridinyl)ethyl]amino}methyl)-3,4-dihydro-2H-chromen-6-yl]benzoate (Example 82, 61 mg, 0.096 mmol) in MeOH (0.50 mL) was treated with HCl in dioxane (1 mL of a 4N solution in dioxane, Aldrich Chemical Co.) at room temperature and stirring continued for 60 minutes. The mixture was concentrated in vacuo and purified on silica gel using a gradient of 5-10% MeOH/EtOAc to provide 31 mg of product as colorless oil (77%); 1H NMR (DMSO-d6, δ): 1.65-2.04 (m, 2 H), 2.50-3.10 (m, 6 H), 3.65 (s, 3 H), 4.10 (dd, 1 H), 4.80 (d, 1 H), 6.80 (d, 1 H), 7.00 (bs, 2 H), 7.25-7.40 (m, 3 H), 7.42-7.52 (m, 1 H), 7.78-7.80 (m, 2 H), 8.52 (s, 1 H), 8.60 (s, 1 H); MS: m/z=419.3 [M+H]+.

Provenance & Evidence