Sodium Carbonate → HCID 57864336, compound

Participants

Reaction Steps

200 mg (0.44 mmol) of methyl 4-({2-[2-(4-bromobenzyloxy)phenyl]ethylamino}methyl)benzoate from Example 5A, 101 mg (0.48 mmol) of 4-(2-bromoethyl)benzonitrile and 51.4 mg (0.48 mmol) of sodium carbonate are heated in 5 ml of acetonitrile to reflux for 5 hours. A further 101 mg (0.48 mmol) of 4-(2-bromoethyl)benzonitrile are then added, and the reaction solution is stirred further under reflux overnight. After the reaction solution has cooled, the mixture is concentrated to dryness, and the residue is taken up in ethyl acetate and washed with water and saturated sodium chloride solution. Drying over sodium sulfate is followed by filtration and concentration. The crude product is purified by preparative HPLC. 183 mg (0.31 mmol, 69% yield) of a pale yellow oil are obtained.

Provenance & Evidence