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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449162Generated: October 28, 2026

5-Iodopyridine-2-carbonitrile → 1-(5-Iodo-pyridin-2-yl)-cyclopropylamine

https://huagongshe.com/reaction/449162

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Iodopyridine-2-carbonitrileHCID 37818397—
ReactantHCID 178461630HCID 178461630—
CatalystTitanium isopropoxideHCID 11026—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1-(5-Iodo-pyridin-2-yl)-cyclopropylamineHCID 5843114620.4%

Reaction Steps

To a solution of 5-iodo-pyridine-2-carbonitrile (1.0 g, 8.1 mmol) in dry THF (50 mL) was added titanium(IV) isopropoxide (5.2 mL, 18 mmol). EtMgBr (3.0M in Et2O, 10 mL, 32 mmol) was then added dropwise. The reaction mixture was stirred for 23 h, then diluted with water (100 mL) and 1N HCl (5 mL), and stirred for 5 minutes. The mixture was filtered and the filtrate was concentrated in-vacuo to afford 430 mg of the title compound which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481750B2
Source datasetuspto-grants-2013_07
ORD IDord-a65d37e571654f8a8fd575ef05d48337
Source noteuspto-grants-2013_07