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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364526Generated: October 31, 2026

Cyclopropylamine → 3-(Cyclopropylamino)-5-[(4-fluorophenyl)methyl]-2-pyridinecarbonitrile

https://huagongshe.com/reaction/2364526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropylamineHCID 69828—
Reactant3-Fluoro-5-[(4-fluorophenyl)methyl]-2-pyridinecarbonitrileHCID 69481519—
Product3-(Cyclopropylamino)-5-[(4-fluorophenyl)methyl]-2-pyridinecarbonitrileHCID 6948218666%

Reaction Conditions

Temperature75 °C

Reaction Steps

3-Fluoro-5-[(4-fluorophenyl)methyl]-2-pyridinecarbonitrile (546 mg, 2.4 mmol) was taken up in cyclopropylamine (8 mL) and heated at 75° C. in a microwave for 10 minutes and then again for 12 minutes. The mixture was concentrated in vacuo and the residue was purified by silica gel chromatography to give 3-(cyclopropylamino)-5-[(4-fluorophenyl)methyl]-2-pyridinecarbonitrile (417 mg, 66%) as a white solid. 1H NMR (300 MHz, CDCl3) δ 7.93 (d, J=1.9 Hz, 1 H), 7.19 (dd, J=8.2, 5.9 Hz, 2 H), 7.19 (d, J=2.4 Hz, 1 H), 7.06 (t, J=8.6 Hz, 2 H), 5.02 (s, 1 H), 4.00 (s, 2 H), 2.48 (m, 1 H), 0.86 (m, 2 H), 0.61 (m, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691991B2
Source datasetuspto-grants-2014_04
ORD IDord-0361dd7985034e30823b43b730f9c10a
Source noteuspto-grants-2014_04