HCID 68157977, compound → HCID 68157198, compound

Participants

Reaction Steps

[(S)-1-(6-Fluoro-1-isopropyl-7-pyridin-2-yl-1H-benzoimidazol-2-yl)ethyl]carbamic acid tert-butyl ester (0.6 g, 1.5 mmol) was dissolved in 20% TFA in DCM (10 mL). The resulting solution was stirred for 1 h then the mixture was passed through an SCX column. The column was washed with DCM and MeOH to remove non-basic impurities and the product was then eluted with 2M NH3 in MeOH. The product fractions were concentrated to give a yellow solid (0.34 g, 76%). 1H NMR (CDCl3, 400 MHz): δ 8.77 (1H, d, J=6.1 Hz), 7.85 (1H, td, J=10.5, 2.4 Hz), 7.69 (1H, dd, J=11.4, 6.4 Hz), 7.57 (1H, d, J=10.8 Hz), 7.38 (1H, dd, J=9.8, 6.9 Hz), 7.07 (1H, dd, J=13.7, 11.6 Hz), 4.35 (1H, q, J=8.7 Hz), 4.03 (1H, sept, J=9.3 Hz), 1.60 (3H, d, J=8.8 Hz), 1.40-1.29 (6H, m)

Provenance & Evidence