Dichloromethane → HCID 73036438, compound

Participants

Reaction Conditions

Reaction Steps

(1-dimethylcarbamoyl-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-ethyl)-carbamic acid tert-butyl ester (0.25 g) was dissolved in CH2Cl2 and cooled to 0-5° C. Hydrogen chloride gas was bubbled through this solution for 30 min. The excess HCl was degassed and the CH2Cl2 was removed. The residual solid was triturated with EtOAc (2×25 mL), decanted, and dried to yield the desired compound 2-amino-3-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-N,N-dimethylpropionamide hydrochloric acid salt as a white amorphous solid (0.16 g, 73.1%). 1H NMR (DMSO-d6): 12.05 (br, 1H), 7.26 (d, J=8.4 Hz, 2H), 7.22 (d, J=8.4 Hz, 2H), 6.96 (d, J=8.4 Hz, 2H), 6.91 (d, J=8.4 Hz, 2H), 4.90 (dd, J=9.6 and 4.4 Hz, 1H), 4.53 (br, 1H), 2.91-3.14 (m, 4H), 2.81 (s, 3H), 3.05 (s, 3H).

Provenance & Evidence