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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2,3-Dichloro-4-iodopyridine | HCID 44887038 | — |
| Reactant | 4-Fluoro-4-phenylpiperidine hydrochloride | HCID 45933759 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2,3-Dichloro-4-(4-fluoro-4-phenylpiperidin-1-yl)pyridine | HCID 57459599 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09226930B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-1a905621b0224dcabcf1ade3d87e35f3 |
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| Source note | uspto-grants-2016_01 |
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