5-Bromo-N,N-diethylpyridine-3-sulfonamide → N-(6-{5-[(Diethylamino)sulfonyl]-3-pyridinyl}-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide

Participants

Reaction Conditions

Reaction Steps

2-Methyl-N-[1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide (50 mg) was placed in a microwave vial with Pd(PPh3)4 (10 mg) and 5-bromo-N,N-diethyl-3-pyridinesulfonamide (29 mg) was added. DMF (2 ml) was added and the reaction was heated under microwave irradiation for 15 min at 120° C. The reaction was evaporated to dryness and the residue was dissolved in IPA (2 ml) and 2M NaOH (aq) (1 ml). The reaction was stirred at RT for 3 h then evaporated to dryness. The residue was purified by MDAP (method E). The residue obtained was further purified on silica, eluting with 0-100% EtOAc/cyclohexane over 15 min followed by 0-20% MeOH/DCM, to give the title compound (13 mg).

Provenance & Evidence