Hydrochloric Acid → HCID 18617528, compound

Participants

Reaction Steps

To a solution of 4-[1-(2-dimethylamino-ethyl)-6-oxo-1,6-dihydro-pyridazin-3-yl]-benzoic acid methyl ester (542 mg, 1.8 mmol, reference example 62a) in 1:1 THF/methanol (6 mL) is added 10N NaOH (1.8 mL, 18 mmol) followed by H2O (0.5 mL). The resulting solution is stirred for 1.5 hours then cooled to 0°-5° C., adjusted to pH 6 with 2N HCl and concentrated. The residue is purified by reverse phase HPLC (eluting with 15%-40% acetonitrile(0.1%TFA)/H2O(0.1%TFA) over 20 min) to give 487 mg of title compound. 1H NMR (DMSO) δ 2.89 (s, 6H), 3.59 (m, 2H), 4.52 (bt, 2H), 7.14 (d, J=10 Hz, 1H), 8.04 (s, 4H), 8.16 (d, J=10 Hz, 1H), 9.63 (bs, 1H). MS (ion spray) m/z 288 (M+H)+.

Provenance & Evidence