Hydrazine → Oxindole

Participants

Reaction Steps

In still a further embodiment, a process is provided for preparing 5-(7-fluoro-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrrole-2-carbonitrile, including reacting 7-fluoro-1H-indole-2,3-dione and aqueous hydrazine in ethylene glycol to form the 2-oxindole; brominating the 2-oxindole; reacting the 2-oxindole with 5-[1,3,6,2]dioxazaborocan-2-yl-1-methyl-1H-pyrrole-2-carbonitrile, sodium carbonate, and PdCl2(PPh3)2; removing residual PdCl2(PPh3)2 or a by-product thereof using N-acetyl-L-cysteine; and isolating 5-(7-Fluoro-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrrole-2-carbonitrile.

Provenance & Evidence