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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587633Generated: October 30, 2026

Diisopropylethylamine → 2,3-Dichloro-4-(4-fluoro-4-phenylpiperidin-1-yl)pyridine

https://huagongshe.com/reaction/587633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
Reactant2,3-Dichloro-4-iodopyridineHCID 44887038—
Reactant4-Fluoro-4-phenylpiperidine hydrochlorideHCID 45933759—
SolventAcetonitrileHCID 6342—
Product2,3-Dichloro-4-(4-fluoro-4-phenylpiperidin-1-yl)pyridineHCID 57459599—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of D10 (2 g, 7.302 mmol), 4-fluoro-4-phenylpiperidine hydrochloride (2.048 g, 9.493 mmol) [C.A.S. 1056382-25-2] and DIPEA (5.055 ml, 29.209 mmol) in CH3CN (10 ml) was heated in a sealed tube at 110° C. for 16 h. The mixture was then treated with NaHCO3 (aqueous sat. solution). The organic layer was separated, dried (Na2SO4) and concentrated in vacuo. The crude product was purified by column chromatography (silica gel; Heptane/DCM from 4:1 up to 1:4 as eluent). The desired fractions were collected and concentrated in vacuo to yield intermediate compound D18 (0.88 g, 37%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226930B2
Source datasetuspto-grants-2016_01
ORD IDord-1a905621b0224dcabcf1ade3d87e35f3
Source noteuspto-grants-2016_01