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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406042Generated: October 27, 2026

Ammonium formate → 2-(cis-3-Methoxy-cyclohexyloxy)-pyridin-3-ylamine

https://huagongshe.com/reaction/406042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant2-(cis-3-Methoxy-cyclohexyloxy)-3-nitro-pyridineHCID 67382506—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product2-(cis-3-Methoxy-cyclohexyloxy)-pyridin-3-ylamineHCID 67382197—

Reaction Steps

Ammonium formate (7.25 g) was added to a suspension of 2-(cis-3-methoxy-cyclohexyloxy)-3-nitro-pyridine (5.80 g) and 10% palladium on charcoal (400 mg) in methanol (40 ml) at room temperature and the mixture was heated to reflux for 30 min until LCMS indicated complete conversion of the starting material. The mixture was diluted with dichloromethane (100 ml) and water (40 ml), filtered through celite, and the filtercake was washed with dichloromethane (30 ml). The organic layer was dried over MgSO4 and concentrated in vacuo. The residue was submitted to column chromatography (silica gel, petrol ether/ethyl acetate 70:30) to give the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754079B2
Source datasetuspto-grants-2014_06
ORD IDord-140377cf0a6d497e8153c8a12ccd715d
Source noteuspto-grants-2014_06