Triphenylphosphine → HCID 57812738, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-[4-(7-hydroxy-6-nitrofuro[3,2-c]pyridin-3-yl)pyrazol-1-yl]piperidine-1-carboxylic acid tert-butyl ester (50.0 mg, 0.116 mmol), (R)-1-(6-chloro[1,2,4]triazolo[4,3-b]pyridazin-3-yl)ethanol (46.2 mg, 0.233 mmol), triphenylphosphine (122 mg, 0.466 mmol) and THF (5 mL) under nitrogen at rt was added diisopropyl azodicarboxylate (0.09 mL, 0.466 mmol) dropwise. The solution was heated to 40° C. overnight. The solvent was removed in vacuo, and EtOH (8 mL), iron powder (60 mg, 1 mmol) and conc. HCl (8 drops) were added. The mixture was heated to 75° C. for 2 h. The material was loaded into a SCX cartridge, washed with MeOH and ejected with 2M NH3 in MeOH. The filtrate was concentrated in vacuo to afford the title compound as a dark orange solid, and was used in the next step without further purification.

Provenance & Evidence