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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898317Generated: November 2, 2026

Ethylenediamine → 6-(Cyclopropylmethoxy)pyridin-3-amine

https://huagongshe.com/reaction/1898317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
Reactant2-(Cyclopropylmethoxy)-5-nitropyridineHCID 67503429—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product6-(Cyclopropylmethoxy)pyridin-3-amineHCID 2841365323.7%

Reaction Steps

To a solution of 2-(cyclopropylmethoxy)-5-nitropyridine (2.0 g) in ethanol (10.0 mL) was added Pd/C (0.500 g) and ethylene diamine (5.0 mL). The reaction mixture was subjected for hydrogenation in Parr apparatus under 40 psi for 2-3 h. The reaction mass was quenched in water and extracted with DCM and concentrated the organic layer to afford 0.400 g of the desired product. 1HNMR (CDCl3): δ 0.31-0.32 (m, 2H), 0.43-0.46 (m, 2H), 1.07-1.12 (m, 1H), 3.62 (d, J=6.6 Hz, 2H), 4.25 (s, 2H), 6.24 (d, J=6.6 Hz, 1H), 6.89 (s, 1H), 7.05 (dd, J=3.0 Hz & 2.4 Hz, 1H); MS [M+H]+: 165.13.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-23ea2edcd9ef43e29b4264953458c8f2
Source noteuspto-grants-2013_08