Sodium Carbonate → HCID 69313528, compound

Participants

Reaction Conditions

Reaction Steps

Add Pd(dppb)Cl2 (0.0051 g, 0.0085 mmol), 4-hydroxyphenylboronic acid (0.0258 g, 0.187 mmol) and 2M Na2CO3 (0.21 ml, 0.425 mmol) to [2-(7-bromo-isoquinoline-5-sulfonylamino)-ethyl]-[3-(4-nitro-phenyl)-propyl]-carbamic acid tert-butyl ester, (0.101 g, 0.170 mmol) in 3 ml DMF and 0.75 ml MeOH. Heat the reaction mixture at 85° C. for 1 h, then dilute with EtOAc (20 ml) and wash with H2O (2×20 ml) and brine (10 ml). Concentrate the organic layer and chromatograph on silica gel using a gradient of 0-2% MeOH in CH2Cl2 to give 0.093 g of {2-[7-(4-hydroxy-phenyl)-isoquinoline-5-sulfonylamino]-ethyl}-[3-(4-nitro-phenyl)-propyl]-carbamic acid tert-butyl ester, as a yellow solid in 90% yield. ES Positive Ion MS [M+H]+ ion observed: m/z 607. (Used in Example 98).

Provenance & Evidence