Trifluoroacetic acid → HCID 90386182, compound

Participants

Reaction Steps

To a stirred solution of tert-butyl (1-(5-phenyl-4-((pyridin-2-ylmethyl)amino) pyrrolo[2,1-f][1,2,4]triazin-2-yl)cyclopropyl)carbamate (200 mg, 0.438 mmol) in DCM (15 mL) was added TFA (0.169 mL, 2.19 mmol) and the reaction mixture was stirred at RT for 5 h then concentrated under reduced pressure. The residue was dissolved in (100 mL) and washed with 10% NaHCO3 solution (2×30 mL). The combined organic portion was dried over Na2SO4 and concentrated under reduced pressure. The residue was purified using CombiFlash ISCO (REDISEP®, SiO2, 12 g, 50% EtOAc/petroleum ether) to give 2-(1-aminocyclopropyl)-5-phenyl-N-(pyridin-2-ylmethyl)pyrrolo[2,1-f][1,2,4]triazin-4-amine (120 mg, 77.0%) as brown solid. LCMS Condition B-41: retention time 0.62 min, [M+1]=357.1. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.80-0.87 (m, 2H), 1.13-1.18 (m, 2H), 4.68 (d, J=4.8 Hz, 2H), 6.68 (d, J=2.7 Hz, 1H), 7.02 (s, 1H), 7.22-7.30 (m, 1H), 7.35 (d, J=7.8 Hz, 1H), 7.41-7.58 (m, 5H), 7.68-7.80 (m, 2H), 8.34-8.40 (m, 1H).

Provenance & Evidence