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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423757Generated: November 1, 2026

Thionyl Chloride → 5-(2-Azepan-1-ylethyl)pyridine-2-carbonyl chloride hydrochloride

https://huagongshe.com/reaction/2423757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant1-(2-(6-Bromopyridin-3-yl)ethyl)azepaneHCID 57934305—
ReactantLithium 5-(2-azepan-1-ylethyl)pyridine-2-carboxylateHCID 66628050—
Product5-(2-Azepan-1-ylethyl)pyridine-2-carbonyl chloride hydrochlorideHCID 86605243—

Reaction Conditions

Temperature90 °C

Reaction Steps

Synthesized from 1-[2-(6-bromopyridin-3-yl)ethyl]azepane (400 mg) according to an analogous synthetic method to Preparation Example 51, to the total amount of lithium 5-(2-azepan-1-ylethyl)pyridine-2-carboxylate crude product was added thionyl chloride (8 ml), the solution was stirred for 30 minutes at 90° C., then the reaction solution was concentrated in vacuo to provide 5-(2-azepan-1-ylethyl)pyridine-2-carbonyl chloride hydrochloride (640 mg). Synthesized from this compound (320 mg) and pivalic acid 6-(2-ethylamino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester (40 mg) according to an analogous synthetic method to Example 152, the title compound (7 mg) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960412B2
Source datasetuspto-grants-2011_06
ORD IDord-0b8e968eed514e08985a043fb225c2ed
Source noteuspto-grants-2011_06