Lithium Chloride → HCID 86723436, compound

Participants

Reaction Steps

Trifluoro-methanesulfonic acid 5,7-dimethyl-6,8-dioxo-9-phenyl-1,2,5,6,7,8-hexahydro-1,5,7,9a-tetraaza-fluoren-4-yl ester (step 5) (280 mg, 0.614 mmol), LiCl (2.60 mg, 0.061 mmol), copper iodide (11.68 mg, 0.061 mmol) and 4-methyl-2-tributylstannanyl-thiazole (Intermediate J) (4.45 g, 11.46 mmol) were combined in THF (15 ml) and PdCl2(dppf) (44.9 mg, 0.061 mmol) was added. The mixture was heated at reflux for 1 hour. The reaction mixture was cooled to RT and diluted with EtOAc. The mixture was washed with dil. NH4OH(aq), 1M KF(aq) and brine. The organic phase was dried over sodium sulphate and evaporated under reduced pressure. Purification of the residue by chromatography on silica, eluting with EtOAc/hexane, afforded the title compound as a crude pale brown solid.

Provenance & Evidence