Lithium Hydroxide → HCID 57541089, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.15 g (0.27 mmol) of 4-[2-(3-hexyl-phenyl)-1-methyl-5-(4-pyrrolidin-1-yl-piperidine-1-carbonyl)-1H-imidazol-4-yl]-benzoic acid methyl ester (example 10) in 10 ml of THF/MeOH 1:1 was added drop by drop 0.67 ml (0.67 mmol) of lithium hydroxide solution (1 molar in water) and the reaction mixture was heated up to 50° C. After 10 hours, the solvents were evaporated and the residue poured into crashed ice, acidified with HCl (25% in water) and extracted twice with CH2Cl2/2-propanol 4:1; the organic phases were dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 1:0 to 9:1) to give 0.13 g (89%) of the title compound as light brown solid. MS: 541.2 ([M-H]−).

Provenance & Evidence