Triethylamine → HCID 178427206, compound

Participants

Reaction Conditions

Reaction Steps

N-((3-Fluorophenyl)carbamothioyl)-5-methyl-2-(trifluoromethyl)furan-3-carboxamide (1.40 g, 4.05 mmol) and cyclohexane-1,3-diamine (1.38 g, 12.1 mmol) were combined in MeCN (20 mL). Triethylamine (0.818 g, 8.10 mmol), NaBiO3 (1.13 g, 4.05 mmol), and BiI3 (0.119 g, 0.203 mmol) were then added and the reaction was heated to 65° C. for 16 hours. When the reaction was complete, the solution was cooled and diluted with MeOH. Then, the resulting mixture was filtered through celite and the filtrate evaporated. The residue was re-dissolved in EtOAc and washed with water, brine, and dried over MgSO4. The organic solvent was then evaporated in vacuo to yield 1.36 g (79%) of the title compound. LCMS (ESI): calc.=426; obs. M+H=427.3 (2 overlapping peaks in ˜2:1 ratio).

Provenance & Evidence