Trifluoroacetic acid → HCID 59549923, compound

Participants

Reaction Steps

To a fitted solution of tert-butyl 2-(4-(5-((4-chlorophenethyl)carbamoyl)-1H-indazol-1-yl)-3-cyanophenyl)acetate (43.4 mg, 0.084 mmol) in DCM (2 mL) was added TFA (250 μL). The reaction was stirred at ambient temperature for 4 hours and then concentrated. The crude product was purified over silica gel on a Biotage Horizon high-performance FLASH chromatography system (12+M silica gel cartridge) eluting with a gradient of 0.5% MeOH/DCM containing 0.5% AcOH to 5% MeOH/DCM containing 0.5% AcOH to give 2-(4-(5-((4-chlorophenethyl)carbamoyl)-1H-indazol-1yl)-3-cyanophenyl)acetic acid (0.038 g, 0.667 mmol, 79%). 1H NMR (400 MHz, CDOD3) δ 8.68 (t, J=5.5 Hz, NH), 8.62 (s, 1H), 8.43 (s, 1H), 8.03 (s, 1H), 7.97 (d J=8.6 Hz, 1H), 7.84 (s, 2H), 7.65 (d, J=8.3 Hz, 1H), 7.35 (d, J=8.4 Hz, 2H), 7.29 (d, J=8.7 Hz, 2H), 3.82 (s, 2H), 3.53 (q. J=6.5 Hz, 2H), 2.88 (t, J=7.3 Hz, 2H). MS(APCI)=459.2 (M+1).

Provenance & Evidence