Sodium hydride → HCID 57541110, compound

Participants

Reaction Steps

A solution of 0.200 g (0.42 mmol) of [2-(3-hexyl-phenyl)-5-(3-hydroxy-propyl)-3-methyl-3H-imidazol-4-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (example 33) and 0.107 ml=0.162 g (0.83 mmol) of 4-fluorobenzylbromide in 5.0 ml of DMF was treated with 0.036 g (0.83 mmol) of sodium hydride (55% dispersion in mineral oil) at RT. After stirring for 125 hours, the reaction mixture was poured into crashed ice and extracted twice with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 98:2 to 4:1) to give 0.063 g (26%) of the title compound as light yellow oil. MS: 589.0 (MH+).

Provenance & Evidence