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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803191Generated: October 27, 2026

1-Chloro-4-iodobutane → 6-Chloro-2-(6-chloropyridin-3-yl)hexanoic acid

https://huagongshe.com/reaction/1803191

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-iodobutaneHCID 82527—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant2-(6-Chloropyridin-3-yl)acetic acidHCID 14071571—
Product6-Chloro-2-(6-chloropyridin-3-yl)hexanoic acidHCID 5811016151.1%

Reaction Steps

Step AJ (1): 2-(6-Chloropyridin-3-yl)acetic acid (2.5 g, 14.57 mmol) was deprotonated with NaHMDS (1.0 M in THF, 29.1 mL, 29.1 mmol) and reacted with 1-chloro-4-iodobutane (1.78 mL, 14.6 mmol) using a procedure analogous to Step AC (1) to afford 6-chloro-2-(6-chloropyridine-3-yl)hexanoic acid (1.95 g, 51% yield). LC-MS (M−H)− 262.04.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349880B2
Source datasetuspto-grants-2013_01
ORD IDord-a66bd0d19e004a9e8a5d94e9cc862026
Source noteuspto-grants-2013_01