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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 489795Generated: October 29, 2026

Butyl iodide → 1-[6-Amino-5-chloro-2-(methoxy)-3-pyridinyl]-3-(1-butyl-4-piperidinyl)-1-propanone

https://huagongshe.com/reaction/489795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyl iodideHCID 10962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(6-Amino-5-chloro-2-methoxy-3-pyridinyl)-3-(4-piperidinyl)-1-propanoneHCID 22262587—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product1-[6-Amino-5-chloro-2-(methoxy)-3-pyridinyl]-3-(1-butyl-4-piperidinyl)-1-propanoneHCID 2226260070.5%

Reaction Steps

A mixture of 1-[6-amino-5-chloro-2-(methyloxy)-3-pyridinyl]-3-(4-piperidinyl)-1-propanone (step 5 in example 9, 110 mg, 0.369 mmol), 1-iodobutane (0.046 ml, 0.406 mmol) and potassium carbonate (102 mg, 0.738 mmol) in tetrahydrofuran (3 ml) was refluxed for 2 h. After cooling to room temperature, the mixture was diluted with ethyl acetate (50 ml), washed with water (5 ml) and brine (10 ml), and dried over potassium carbonate. Removal of solvent gave a pale yellow oil, which was crystallized from methanol to afford 92 mg (64%) of the title compound as a white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06979690B2
Source datasetuspto-grants-2005_12
ORD IDord-5d24181a7f964acfb6a49e4e4eb89419
Source noteuspto-grants-2005_12