Hydrochloric Acid → HCID 22615024, compound

Participants

Reaction Steps

4-[3-(tert-Butoxycarbonyl-pyridin-3-ylmethyl-amino)-propoxy]-3-methyl-benzofuran-2-carboxylic acid ethyl ester (634 mg), the first intermediate of Example 87, was stirred with lithium hydroxide (113 mg) in tetrahydrofuran (2.7 ml) and water (2.7 ml) at 50° C. overnight. 2N HCl (1.35 ml) and ethyl acetate were added to the reaction mixture. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The product was obtained as a colorless foam (575 mg, 97%). The foam was used as a starting material in the next step without further purification. ESI-MS: m/z 441 (MH+); 1H-NMR δ: 1.51 (9H, s), 2.05-2.11 (2H, m), 2.74 (3H, s), 3.44 (2H, m), 4.02 (2H, t, J=5.4 Hz), 4,51 (2H, s), 6.51 (1H, d, J=7.6 Hz), 7.14 (1H, d, J=8.3 Hz), 7.23-7.34 (2H, m), 7.79 (1H, br), 8.51 (1H, dd, J=1.3, 5.0 Hz), 8.59 (1H, m).

Provenance & Evidence