Ethanol → HCID 23004010, compound

Participants

Reaction Steps

A solution of [4-(3-o-tolyl-ureido)-phenyl}-acetic acid (310 mg) and diisopropylethylamine (310 mg) dimethylformamide (5 ml) was treated successively with O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (450 mg), then (R/S) 4-(1,2,3,4-tetrahydro-quinolin-6-yl)-tetrahydro-pyran-2-one [250 mg, Reference Example 5(c)]. After standing at room temperature for 2 hours the mixture was partitioned between ethyl acetate (100 ml) and dilute hydrochloric acid (100 ml). The layers were separated and the organic layer was washed with water, dried and evaporated. The residue was subjected to flash chromatography on silica eluting with ethyl acetate to give a yellow gum. This was dissolved in the minimum volume of ethanol and the solution was then treated with ether to yield a yellow solid, which was collected by filtration and dried to give the title compound (80 mg) as a yellow solid. LC-MS: RT=3.74 minutes (100% total area by ELS); MS (ES+) 520 (MNa+).

Provenance & Evidence