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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1825094Generated: November 3, 2026

Azetidine → 2-(Azetidin-1-ylcarbonyl)-7-chlorothieno[3,2-b]pyridine

https://huagongshe.com/reaction/1825094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzetidineHCID 10422—
ReactantThionyl ChlorideHCID 24386—
ReactantLithium 7-chlorothieno[3,2-b]pyridine-2-carboxylateHCID 23677819—
Product2-(Azetidin-1-ylcarbonyl)-7-chlorothieno[3,2-b]pyridineHCID 2214354983%

Reaction Steps

This material was prepared from lithium 7-chlorothieno[3,2-b]pyridine-2-carboxylate (100 mg, 0.47 mmole) by treatment with thionyl chloride followed by coupling with azetidine, in a manner as previously described for example 9d to afford 98 mg (83%) of a dark yellow solid. 1H NMR (DMSO-d6) δ 8.72 (1H, d, J=5.1 Hz), 7.96 (1H, s), 7.70 (1H, d, J=5.1 Hz), 4.62 (2H, t, J=7.4 Hz), 4.12 (2H, t, J=7.7 Hz), 2.34 (2H, tt, J=7.4, 7.7 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07045528B2
Source datasetuspto-grants-2006_05
ORD IDord-eaa986dd896940da991d7c70e6bdd586
Source noteuspto-grants-2006_05