Methanol → HCID 86698851, compound

Participants

Reaction Steps

Racemic-4,6-difluoro-5-[4-(tetrahydrofuran-2-yl)phenyl]-1H-indole-3-carboxylic acid was subjected to separation by preparative SFC (Column: OJ (250 MM*30 MM, 5 UM); Mobile phase: 30% MEOH NH3H2O 60 ML/MIN 3; Wavelength: 220 nm) Peak 1 was isolated and arbitrarily called 4,6-difluoro-5-{4-[(2S)-tetrahydrofuran-2-yl]phenyl}-1H-indole-3-carboxylic acid. Peak 1 was isolated as Isomer 1 (Example 152) Retention time=8.43 min; Column: Chiralcel OJ-H 250×4.6 mm I.D., 5 um Mobile phase: methanol (0.05% DEA) in CO2 from 5% to 40% Flow rate: 2.5 mL/min Wavelength: 220 nm. MS (ES+) 343.8 (M+H)+. 1H NMR (400 MHz, DMSO-d6) δ 8.06 (s, 1 H) 7.42 (m, 5 H) 7.25 (d, 1 H) 4.88 (t, 1 H) 4.03 (q, 1 H) 3.85 (q, 1 H) 2.35 (m, 1 H) 1.99 (m, 2 H) 1.75 (m, 1 H). Peak 2 was isolated as Isomer 2 (Example 153), Retention time=8.86 min; Column: Chiralcel OJ-H 250×4.6 mm I.D., 5 um Mobile phase: methanol (0.05% DEA) in CO2 from 5% to 40% Flow rate: 2.5 mL/min Wavelength: 220 nm.

Provenance & Evidence