2',4'-Dichloro-biphenyl-4-carboxylic acid → 2',4'-Dichloro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzooxazol-5-yl}-amide

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Reaction Steps

The title compound is prepared by following a procedure analogous to Example 113, Step 1, using N*2*-(2-dimethylamino-ethyl)-N*2*-methyl-benzooxazole-2,5-diamine (0.40 g, 1.71 mmol), and 2′,4′-dichloro-biphenyl-4-carboxylic acid (0.59 g, 2.22 mmol) to afford 2′,4′-dichloro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzooxazol-5-yl}-amide (0.64 g, 77%). The prepared material (0.23 g, 0.473 mmol) is dissolved in EtOH and treated with 1.0 M HCl in EtOH (0.45 mL). The reaction is refluxed and the hydrochloride salt is isolated by centrifuge after precipitation with heptane as a white solid (0.18 g, 0.347 mmol, 73%). LC/MS (m/z): calcd for C25H24Cl2N4O2HCl (M+H)+: 483.4; found: 483.3.

Provenance & Evidence