Dichloromethane → 3-{4-[4-(Aminodimethylcarbamoylmethyl)-phenoxy]-phenyl}-propionamide hydrochloric acid salt

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Reaction Conditions

Reaction Steps

The amide compound 38 (0.6 g) was dissolved in CH2Cl2 (30 mL) and cooled to 0-5° C. Hydrogen chloride gas was bubbled through this solution for 20 min. The bubbling was discontinued and the reaction mixture was stirred at room temp for 1 h. The excess HCl was degassed and the CH2Cl2 was removed. The residual solid was triturated with EtOAc (2×50 mL), decanted, and dried to yield the desired compound 39 as a white amorphous solid that was extremely hygroscopic (0.44 g, 86%). 1H NMR (400 MHz, DMSO-d6): 7.47 (d, J=8.8 Hz, 2H), 7.34 (br, 1H), 7.26 (d, J=8.4 Hz, 2H), 7.03 (d, J=8.3 Hz, 2H), 6.95 (d, J=8.4 Hz, 2H), 6.78 (br, 1H), 5.51 (d, J=5.6 Hz, 1H), 2.89 (s, 3H), 2.83 (s, 3H), 2.80 (2.80 (t, J=8.0 Hz,2H), 2.36 (t, J=8.0 Hz, 2H).

Provenance & Evidence