Hydrochloric Acid → [5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinyl]acetic acid hydrochloride

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Reaction Steps

A solution of ethyl[5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinyl]acetate formic acid salt (Preparation 5, 11.6 mg, 0.026 mmol) and LiOH (0.3 mg) in THF-MeOH-water (300 μl, 300 μl, 200 μL) was irradiated to 100° C. for 3 min in the microwave. 2M aqueous HCl (1 mL) was added, then the solution extracted with DCM (2×2 mL). The combined organics were concentrated in vacuo to give the title compound as a white solid (10.1 mg, 85%). 1H NMR (400 MHz, d4-MeOH) δ 8.48 (1H, d), 8.44 (1H, dd), 8.21 (1H, d), 7.44 (1H, t), 7.47 (2H, apparent d), 4.97 (1H, sept), 4.70 (2H, s), 4.32 (2H, s), 3.67 (2H, t), 3.57 (2H, t), 1.47 (6H, d); m/z (ES) 419 [M+H]+.

Provenance & Evidence