Hydrochloric Acid → HCID 67216681, compound

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Reaction Steps

To a solution of 3-fluoro-4-((5R)-7-hydroxy-7-(3-(tetrahydro-2H-pyran-2-yloxy)phenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile (1.87 g, 4.46 mmol) in anhydrous MeOH (372 ml) was added a 2M solution of hydrochloric acid in ether (9.59 ml, 19.18 mmol) at room temperature. The crude was stirred at room temperature for 2 hrs. The crude was concentrated and quenched with saturated NaHCO3. The crude was diluted in CH2Cl2 and the organic layer was washed with water, brine, dried over MgSO4, filtered, and concentrated. The crude was purified via HPLC 20%-100% MeCN/H2O to provide 510 mg of the entitled product as the major diastereomer. MS 336.0 (M+H); LCMS condition A, retention time 0.96 min. 1H NMR (400 MHz, CDCl3) δ ppm 2.90 (d, 1H), 3.22 (dd, 1H), 5.65 (d, 1H), 6.65-6.72 (m, 2H), 6.90 (s, 1H), 7.02-7.09 (m, 2H), 7.15-7.21 (m, 2H), 7.24 (s, 1H), 7.32 (dd, 2H).

Provenance & Evidence