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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169431Generated: November 2, 2026

Hydroxylamine → N-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentyl)-acetamidine

https://huagongshe.com/reaction/2169431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxylamineHCID 787—
ReactantEthyl AcetateHCID 8857—
Reactant(1-Pyrrolo[2,3-b]pyridin-1-yl-cyclopentyl)-acetonitrileHCID 86726061—
SolventEthanolHCID 702—
SolventHexaneHCID 8058—
ProductN-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentyl)-acetamidineHCID 178510876112.2%

Reaction Steps

To a stirred solution of (1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentyl)-acetonitrile (399) (1.4 g, 6.21 mmol) in ethanol (50 mL) was added 50% aq. NH2OH (4 mL, 62.15 mmol) and the reaction mixture was heated at 60° C. for 16 h (TLC, 30% ethyl acetate in hexane, Rf=0.1). Ethanol was evaporated, water (50 mL) was added and the mixture was extracted with etylacetate (3×50 mL). The organic phase was thereafter dried and concentrated to get crude N-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentyl)-acetamidine (400) (1.8 g, 112%) as an off-white sticky liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045486B2
Source datasetuspto-grants-2015_06
ORD IDord-ee46c2dd41af4aacb40d057b0f889d30
Source noteuspto-grants-2015_06