Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646924Generated: October 30, 2026

4-Methylpiperidine → HCID 58638538, compound

https://huagongshe.com/reaction/646924

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylpiperidineHCID 69381—
Reactant2,4-Dichloro-5-nitropyrimidineHCID 521266—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58638538HCID 5863853840.1%

Reaction Conditions

Temperature-40 °C

Reaction Steps

To a solution of 2,4-dichloro-5-nitropyrimidine (194 mg, 1.00 mmol) in THF (10 mL) at −40° C., 4-methylpiperidine (118 μL, 1.00 mmol) was added dropwise. The resulting mixture was stirred at −40° C. for 3 h and the solvent was removed in vacuo. The resulting yellow residue was chromatographed on silica (5-20% EtOAc:hexane) to obtain the title compound (103 mg, 40%). 1H-NMR (CDCl3; 400 MHz): δ 8.69 (s, 1H), 4.24 (br m, 2H), 3.10 (m, 2H, J=12.9, 2.7 Hz), 1.82-1.71 (m, 3H), 1.36-1.25 (m, 2H), 1.01 (d, 3H, J=4.8 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705042B2
Source datasetuspto-grants-2010_04
ORD IDord-7d69c75fb76145caaebf3e650a3165a5
Source noteuspto-grants-2010_04