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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523525Generated: October 26, 2026

Methanol → 4-Cyclopropylpyridin-3-amine

https://huagongshe.com/reaction/523525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Cyclopropyl-3-nitropyridineHCID 66801854—
CatalystZincHCID 23994—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
Product4-Cyclopropylpyridin-3-amineHCID 66801969787.3%

Reaction Steps

Zinc powder (223.2 mg, 3.41 mmol) and ammonium chloride solution (365 mg, 6.8 mmol) were added to a stirred solution of 4-cyclopropyl-3-nitropyridine (I-1a: 70 mg, 0.426 mmol) in dry THF (2 mL) at 0° C. and the resulting mixture was stirred at room temperature for 1 hour. The reaction was monitored by TLC (10% methanol in CHCl3). The reaction mixture was filtered over celite bed and washed with THF and filtrate was concentrated. The residue was dissolved in ethyl acetate and washed with water and saturated brine and dried over sodium sulphate and concentrated to afford 450 mg of the product (100% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09339501B2
Source datasetuspto-grants-2016_05
ORD IDord-92509081ede143e1824eae99d56c09fe
Source noteuspto-grants-2016_05