Hydrochloric Acid → HCID 67271849, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-t-butyl 3-ethyl 6-(5-(3-(2,3-dichlorophenyl)ureido)-3-(2-fluorophenyl)-1H-pyrazol-1-yl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate (0.050 g, 0.075 mmol) in THF (2 mL) was added 6N HCl (2 mL) and the solution was stirred at 50° C. overnight. The organic solvent was evaporated and the precipitate was collected to yield 6-(5-(3-(2,3-dichlorophenyl)ureido)-3-(2-fluorophenyl)-1H-pyrazol-1-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride as a white solid (15 mg, 35% yield). 1H-NMR (acetone-d6): δ 8.01-7.96 (m, 2H), 7.62-7.60 (m, 2H), 7.47 (d, 1H, J=8.0 Hz), 7.42-7.37 (m, 1H), 7.27-7.19 (m, 4H), 6.92 (d, 1H, J=3.6 Hz), 4.59 (d, 1H, J=16.0 Hz), 4.50 (d, 1H, J=16.0 Hz), 4.48 (dd, 1H, J=11.4, 5.0 Hz), 3.61 (dd, 1H, J=18.0, 5.2 Hz), urea, acid and amine protons not visible, one proton is buried under the methanol peak. LC-MS (EI) m/z: 540.0 542.0 (M+H+).

Provenance & Evidence