Trifluoroacetic acid methylene chloride → HCID 11670392, compound

Participants

Reaction Steps

tert-Butyl {2-[5-(2,3-dihydro-indole-1-carbonyl)-2-methoxy-benzylsulfanyl]-5-fluoro-benzoimidazol-1-yl}-acetate (Precursor 5-F-H-17b, 26 mg, 0.047 mmol) in a TFA/dichloromethane mixture (1:1, 0.5 ml) is allowed to stir at rt for 4 h. The solvents are removed under a stream of air. The product is precipitated in Et2O, filtered, rinsed with Et2O and dried under high vacuum. This yields the title compound (22 mg) in 99% as a light pink solid: tR=1.04 min (LC-3), ESI-MS (pos.): m/z 492.11 [M+H]+, ESI-MS (neg.): m/z 490.18 [M−H]+; 1H-NMR (DMSO-d6): δ (ppm) 2.88 (t, 2H, NCH2CH2Ar), 3.85 (t, 2H, NCH2CH2Ar), 3.89 (s, 3H, OCH3), 4.54 (s, 2H, SCH2), 4.95 (s, 2H, CH2CO2), 6.97 (t, 1Harom), 7.02-7.09 (m, 4Harom), 7.11 (d, 1Harom), 7.21 (d, 1Harom), 7.38-7.57 (m, 3Harom).

Provenance & Evidence