Hydrochloric Acid → HCID 58619020, compound

Participants

Reaction Steps

To a solution of [6-chloro-(S)-3-(1-dimethylaminomethyl-2-phenyl-ethylamino)-2oxo-2H-pyrazin-1-yl]-acetic acid ethyl ester (385 mg, 0.98 mmol) in THP (6 ml) is added 1N LiOH (1.27 ml, 1.27 mmol) and the reaction mixture is stirred at room temperature for 3 h. To the reaction mixture is added 1N HCl (1.27 ml, 1.27 mmol) and the reaction mixture is concentrated in vacuo, azeotroped with methanol and dried on high vacuum to give [6-chloro-(S)-3-(1-dimethylaminomethyl-2-phenylethylamino)-2-oxo-2H-pyrazin-1-yl)-acetic acid as a white solid which contains 1.3 eq LiCl. 1H NMR (CD3OD, 400 MHz): δ 7.30–7.15 (m, 5H); 6.86 (s, 1H); 4.80 (A of AB, d, J=16.7 Hz, 1H); 4.76–4.66 (m, 1H); 4.56 (B of AB, d, J=16.7 Hz, 1H); 3.45 (A of ABX, dd, J=13, 12.9 Hz, 1H); 3.25 (B of ABX, dd, J=13, 3.4 Hz, 1H); 3.00–2.85 (m, 2H).

Provenance & Evidence