Trifluoroacetic acid → HCID 178464315, compound

Participants

Reaction Steps

A solution of 95 mg of 1,1-diethyl-3-[3-(5-fluoro-6-morpholin-4-yl-1H-benzimidazol-2-yl)-1-(tetrahydropyran-2-yl)-1H-pyrazol-4-yl]urea in 3 mL of dichloromethane, to which 750 μL of trifluoroacetic acid are added, is stirred at ambient temperature for 48 hours. The reaction medium is concentrated to dryness and then purified by preparative LC/MS: injection of the product in 2.5 mL of DMSO, elution with a gradient of 5% to 95% of acetonitrile in water, containing respectively 0.07% of TFA, in 12 minutes. 49 mg of 1,1-diethyl-3-[3-(5-fluoro-6-morpholin-4-yl-1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]urea are isolated in the form of a trifluoroacetate salt. 1H NMR (300 MHz, DMSO-d6, δ in ppm): 1.23 (t, J=7.0 Hz, 6H); 3.00 (m, 4H); 3.41 (m partially masked, 4H); 3.78 (m, 4H); 7.11 (broad d, J=8.0 Hz, 1H); 7.33 (broad d, J=12.0 Hz, 1H); 7.99 (s, 1H); 9.78 (s, 1H); 13.0 (broad m, 2H).

Provenance & Evidence