Lithium borohydride → HCID 10299574, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 9 mg (4 mmol) lithium borohydride in 0.5 ml diethyl ether was added a solution of 346 mg (0.678 mmol) 5-[(3,5-bis-trifluoromethyl-benzyl)-methyl-carbamoyl]-4-o-tolyl-pyridine-2-carboxylic acid methyl ester in 0.6 ml toluene. The mixture was gradually heated to 100° C., whereby diethyl ether was distilled off. After heating for 2 h at 100° C. the resulting suspension was concentrated. The residue was treated with 5 ml of a 1 M aqueous solution of hydrochloric acid for 5 min. Basification with potassium carbonate was followed by extraction with tert-butyl methyl ether. The combined organic extracts were dried with sodium sulfate and concentrated. Flash chromatography afforded 240 mg (73.4%) of the title compound as a light brown oil.

Provenance & Evidence