2-Methoxyethanol → HCID 117601943, compound

Participants

Reaction Conditions

Reaction Steps

2-methoxyethanol (25 mg, 0.33 mmol) was dissolved in THF (0.5 mL) and cooled to 0° C. Sodium hydride (8 mg, 0.33 mmol) was added in one portion and the reaction was allowed to come to rt and stir for 10 minutes. The reaction was then cooled back to 0° C. and tert-butyl 4-((6-chloropyridin-2-yl)(hydroxy)(pyridin-2-yl)methyl)-6-(3,5-dimethylisoxazol-4-yl)-2-ethoxy-1H-benzo[d]imidazole-1-carboxylate (24 mg, 0.04 mmol) was added and the reaction was sealed and heated to 80° C. overnight. Reaction was concentrated and the residue was taken up in EtOH (1.5 mL) and 4M HCl/dioxane (0.5 mL) and heated for 2 hours at 60° C. The reaction was cooled to rt and filtered to remove the sodium salt. Filterate was concentrated to afford the desired product as a brown film.

Provenance & Evidence