[(Z)-[amino-[5-chloro-1-(4-methylphenyl)sulfonyl-2-(1-methylpyrazol-4-yl)pyrrolo[2,3-b]pyridin-4-yl]methylidene]amino] 1-hydroxycyclobutane-1-carboxylate → 1-(3-(5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,2,4-oxadiazol-5-yl)cyclobutanol

Participants

Reaction Conditions

Reaction Steps

A mixture of (Z)-5-chloro-N′-(1-hydroxycyclobutanecarbonyloxy)-2-(1-methyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-4-carboximidamide (Example 138C) (53.8 mg, 0.099 mmol) in anhydrous toluene (1 mL) was heated for 4 hours at 110° C. under nitrogen. The reaction was concentrated under reduced pressure, and the residue was purified by flash chromatography on silica gel, eluting with a gradient of 40 to 50% ethyl acetate in hexanes, to provide the title compound. MS ESI(+) m/z 525.4 [M+H]+.

Provenance & Evidence