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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 711356Generated: October 31, 2026

Sodium Hydroxide → 2-(5-Aminopyridin-2-yl)-2-methylpropanenitrile

https://huagongshe.com/reaction/711356

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantStannous chloride dihydrateHCID 61436—
Reactant2-Methyl-2-(5-nitropyridin-2-yl)propanenitrileHCID 53217450—
SolventEthyl AcetateHCID 8857—
Product2-(5-Aminopyridin-2-yl)-2-methylpropanenitrileHCID 53393175101.4%

Reaction Steps

The mixture of 2-methyl-2-(5-nitropyridin-2-yl)propanenitrile (I-1d, 2 g, 10.4 mmol) and SnCl2.2H2O (9.3 g, 41.6 mmol) in EtOAc (10 mL) was stirred at reflux for 4 h. After cooling to room temperature, aqueous 2 M NaOH (80 mL) was added to adjust the pH to 8˜9, the solid was filtered off, and the filtrate was extracted with ethyl acetate (3×40 mL). The combined organic layers were dried over anhydrous Na2SO4, and concentrated to afford 2-(5-aminopyridin-2-yl)-2-methylpropanenitrile (I-1) (1.7 g, 65.3% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181264B2
Source datasetuspto-grants-2015_11
ORD IDord-391e8bc7fb854c2fae6dbac7e848dbe8
Source noteuspto-grants-2015_11