Acetonitrile → HCID 44541045, compound

Participants

Reaction Conditions

Reaction Steps

2-Methyl-N-[1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide (101 mg) was dissolved in DMF (0.4 ml) and added to 4-bromobenzenesulfonamide (42.5 mg) in DMF (0.4 ml). Chloro[2′-(dimethylamino)-2-biphenylyl]palladium-(1R,4S)-bicyclo[2.2.1]hept-2-yl[(1S,4R)-bicyclo[2.2.1]hept-2-yl]phosphane (1:1) (4 mg, heaped microspatula) was added to the reaction which was then heated under microwave irradiation at 135° C. for 20 min. The reaction was loaded onto a C18 SPE pre-conditioned with MeCN:0.1% TFA (aq), eluted with 3 ml MeCN:0.1% TFA (aq) then evaporated to dryness. The residue was dissolved in DMSO (0.5 ml) and purified by MDAP (method C). The residue was then dissolved in IPA (0.3 ml) and 2M NaOH (0.3 ml) was added. The reaction was stirred at RT for 18 h then diluted with DMSO (0.6 ml) and purified by MDAP (method D) to give the title compound (5 mg).

Provenance & Evidence