Lithium iodide → HCID 66874287, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 2-((2S,6S)-2,6-dimethyl-4-(pyrrolidine-1-carbonyl)piperazin-1-yl)benzoxazole-4-carboxylate (200 mg, 0.52 mmol) in pyridine (2 mL) was added lithium iodide (550 mg, 4.11 mmol). The mixture was heated at 110° C. for 18 h and allowed to cool to ambient temperature before partitioning with 9:1 mixture of dichloromethane and isopropanol (100 mL) and 1 N HCl (50 mL). The non-homogenous organic layer was washed with brine and concentrated under reduced pressure. The residue was treated with 9:1 toluene/methanol (100 mL) and concentrated in vacuo to afford crude 2-((2S,6S)-2,6-dimethyl-4-(pyrrolidine-1-carbonyl)piperazin-1-yl)benzoxazole-4-carboxylic acid as a brown solid which was directly elaborated without purification.

Provenance & Evidence