HCID 68706474, compound → HCID 24989584, compound

Participants

Reaction Steps

To a solution of methyl 1-(2,2,2-trifluoroethyl)-4,5-dihydro-1H -pyrrolo[2,3-f]isoquinoline-3-carboxylate E3 (0.13 mmol) in THF/water/MeOH 8:1:1 lithium hydrate monohydrate (0.39 mmol) was added. The reaction mixture was refluxed for 8 h then the solvent was removed under reduced pressure. The residue was dissolved in water, the solution was neutralized with diluted aq potassium hydrogenosulphate and extracted with DCM/water 9:1. The organic layer was dried (Na2SO4) and evaporated to dryness. Trituration with diethylether provided the title compound. The aqueous layer was concentrated and the residue was cromatographed on silica gel (eluant: DCM/MeOH/30% NH3 90:9:1). The title compound was isolated in 60% overall yield. ESI (+) MS: m/z 297 (MH+). MS (ES−) 295. 1H NMR: 5.43 (q, J=8.98, 2H), 7.70 (d, J=5.73, 1H), 7.76 (s, 1H), 8.48 (d, J=5.61, 1H), 8.51 (s, 1H), 12.32 (s, 1H).

Provenance & Evidence