1,1'-Carbonyldiimidazole → HCID 59850137, compound

Participants

Reaction Conditions

Reaction Steps

1,1-Dimethylethyl 4-[(2-amino-5-chloro-4-fluorophenyl)amino]-1-piperidinecarboxylate (D3) (0.87 mmol, 300 mg) was dissolved in 5 ml of tetrahydrofuran and carbonyldiimidazole (1,1′-(oxomethanediyl)bis-1H-imidazole) (3 eq., 2.6 mmol, 440 mg) was added at room temperature; the mixture was refluxed at 50° C. overnight. The mixture was cooled to room temperature, THF evaporated and it was diluted in ethyl acetate/H2O/NaHCO3 (saturated solution); the two layers were separated and the aqueous phase was extracted with ethyl acetate (2×); the organic phases were combined and washed with water and NaHCO3 (saturated solution), they were dried over Na2SO4, filtered and the solvent was evaporated to afford the crude compound that was purified by chromatography (methanol-NH3-dichloromethane) to yield the title compound, 170 mg 53%, M+−H=368.

Provenance & Evidence