Water → HCID 76739682, compound

Participants

Reaction Conditions

Reaction Steps

Initially charge 1.61 g (6.98 mmol) of 4-chloro-6-phenylfuro[2,3-d]pyridine and 1.60 g (6.98 mmol) of (+/−)-trans-{[3-aminocyclohexyl]oxy}acetic acid tert-butyl ester in 6.0 ml of DMF and add 1.8 ml (10.5 mmol) of N,N-diisopropylethylamine. Heat the reaction mixture to 120° C. for 3 h, then cool to RT and add to water. Extract three times with ethyl acetate, combine the organic phases, wash with satd. sodium chloride solution and concentrate under reduced pressure. From the residue, after purification by chromatography on silica gel (eluent: cyclohexane/ethyl acetate 20:1→2:1), 1.67 g of the target product are isolated (56.5% of theory).

Provenance & Evidence