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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916360Generated: October 27, 2026

2-Methylpiperidine → 4-(2-Methylpiperidin-1-yl)naphthalene-1-carbonitrile

https://huagongshe.com/reaction/916360

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylpiperidineHCID 7974—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-Cyano-4-fluoronaphthaleneHCID 2736734—
SolventPyridineHCID 1049—
Product4-(2-Methylpiperidin-1-yl)naphthalene-1-carbonitrileHCID 1157969219%

Reaction Conditions

Temperature60 °C

Reaction Steps

1-Cyano-4-fluoronaphthalene (100 mg, 0.58 mmol), 2-methylpiperidine (0.28 mL, 2.3 mmol) and DBU (0.01 mL, 59 μmol) were dissolved in pyridine (2 mL) and stirred at 60° C. for 3 days. The temperature was raised to 110° C. and the stirring was continued for 10 days. The reaction was worked up in the same way as for 198RL60. The crude compound was purified by preparative TLC followed by preparative HPLC to give the title compound (27.4 mg, 19%) as a colourless oil, which was stored under argon atmosphere.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268232B2
Source datasetuspto-grants-2007_09
ORD IDord-ec83e9280c7b41e690e674e9c4671cc7
Source noteuspto-grants-2007_09