Hydrochloric Acid → HCID 86689959, compound

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Reaction Steps

By following the same procedure as that for BO-2189, N-(3-(3-(4-(bis(2-chloroethyl)amino)phenyl)ureido)-phenyl)-2-(pyrrolidin-1-yl)acetamide (BO-2151) hydrochloride was prepared from N-(3-(3-(4-(bis(2-chloroethyl)amino)phenyl)ureido)phenyl)-2-chloroacetamide (2.2 g, 5.0 mmol) and pyrrolidine (1.6 g, 20 mmol) in THF (50 mL), 1.6 g (69%), mp 66-68° C. 1H NMR (DMSO-d6) δ: 1.90-1.93 (2H, m, CH2), 1.98-2.01 (2H, m, CH2), 3.11-3.15 (2H, m, CH2), 3.61-3.64 (2H, m, CH2), 3.66-3.72 (8H, m, CH2), 6.72-6.74 (2H, d, J=7.8 Hz, Ar—H), 7.19-7.22 (2H, d, J=7.6 Hz, Ar—H), 7.29-7.32 (3H, m, Ar—H), 7.78 (1H, s, Ar—H), 9.04 (1H, brs, NH), 9.31 (1H, brs, NH), 10.35 (1H, brs, NH). 13C NMR (CDCl3, 125 MHz) δ: 22.82, 41.05, 52.88, 54.04, 55.72, 108.81, 112.53, 113.50, 120.03, 129.05, 138.43, 140.72, 152.87, 163.35. HRMS [ES+]: calcd for C23H29Cl2N5O2, 478.4147 [M+H]+. found 478.1777. HPLC 98.6%.

Provenance & Evidence