Hydrochloric Acid → 2-(4-(8-Morpholino-2-(quinolin-2-ylethynyl)imidazo[1,2-a]pyrazin-5-yl)-1H-pyrazol-1-yl)acetic acid

Participants

Reaction Steps

To a solution of compound 80c (43.4 mg, 0.0860 mmol) in THF (2 mL) and EtOH (2 mL) was added 1N NaOH (1.00 mL, 1.00 mmol) and the resulting mixture was stirred at rt for 3.5 h. The solvents were removed under reduced pressure. The residue obtained was treated with EtOAc (20 mL) and water (20 mL). The resulting mixture was neutralized with 2N hydrochloric acid. The EtOAc layer was separated and the aqueous layer was extracted with EtOAc (20 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure to yield the title compound 9. 1H-NMR (DMSO-d6) δ (ppm): 13.24 (br s, 1H), 8.49 (m, 3H), 8.05 (m, 3H), 7.86 (t, J=7.6 Hz, 1H), 7.79 (d, J=8.4 Hz, 1H), 7.74-7.61 (m, 2H), 5.08 (s, 2H), 4.22 (m, 4H), 3.82 (m, 4H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C26H21N2O3 (M+H) 480.2. Found 480.4.

Provenance & Evidence