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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233953Generated: October 31, 2026

Pentafluorophenyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate → 4-Bromo-N-{1-[6-chloro-4-(5-oxo-2,5-dihydro-1,3,4-oxadiazol-2-yl)pyridin-2-yl]piperidin-4-yl}-5-methyl-1H-pyrrole-2-carboxamide

https://huagongshe.com/reaction/2233953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPentafluorophenyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylateHCID 86608241—
Reactant5-[2-(4-Aminopiperidin-1-yl)-6-chloropyridin-4-yl]-1,3,4-oxadiazol-2(5H)-one hydrochlorideHCID 86608246—
SolventDimethylacetamideHCID 31374—
Product4-Bromo-N-{1-[6-chloro-4-(5-oxo-2,5-dihydro-1,3,4-oxadiazol-2-yl)pyridin-2-yl]piperidin-4-yl}-5-methyl-1H-pyrrole-2-carboxamideHCID 8660830711.3%

Reaction Steps

TEA (0.10 ml, 0.70 mmol) and 5-[2-(4-aminopiperidin-1-yl)-6-chloropyridin-4-yl]-1,3,4-oxadiazol-2(5H)-one hydrochloride (Intermediate 51, 0.10 g, 0.33 mmol) were added to a solution of pentafluorophenyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate (Intermediate 17) (0.12 g, 0.33 mmol) in DMA (2 ml). The mixture was stirred at room temperature overnight and was purified by semi-preparative HPLC eluting with water/acetonitrile and TFA mixtures to give the title compound (18 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709503B2
Source datasetuspto-grants-2010_05
ORD IDord-99541edff3474f29a6fdde7c1963dae3
Source noteuspto-grants-2010_05