Ethanamine, 2-fluoro-, hydrochloride → HCID 57937325, compound

Participants

Reaction Steps

Following the same procedure in Example 31, method B, using 2-fluoroethylamine hydrochloride (0.70 g, 6.98 mmol), N,N-diisopropylethylamine (2.13 ml, 12.3 mmol), HATU (1.46 g, 3.83 mmol) and 1-{[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]sulfonyl}-1H-pyrrole-3-carboxylic acid (3.49 mmol) in DMF (90 mL). The crude product was purified by MPLC on silica gel using EtOAc to provide the title compound as white solid. Yield: 0.74 g (35%). 1H NMR (400 MHz, METHANOL-D4) δ 1.40-1.46 (m, 5 H), 1.51 (dd, J=13.28, 3.71 Hz, 2 H), 1.57 (s, 9 H), 3.52 (td, J=26.02, 5.15 Hz, 2 H), 3.86 (dd, J=11.52, 3.52 Hz, 2 H), 4.39 (d, J=7.81 Hz, 2 H), 4.43 (m, 2 H), 6.64 (dd, J=3.32, 1.56 Hz, 1 H), 7.26-7.28 (m, 1 H), 7.80-7.83 (m, 1 H), 7.87-7.93 (m, 2 H), 8.24 (d, J=1.17 Hz, 1 H); MS (APPI) (M+H)+=491.3.

Provenance & Evidence