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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691035Generated: November 1, 2026

Thionyl Chloride → 5-Bromo-2-(chloromethyl)pyridine hydrochloride

https://huagongshe.com/reaction/1691035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(5-Bromopyridin-2-yl)methanolHCID 5200169—
SolventTolueneHCID 1140—
Product5-Bromo-2-(chloromethyl)pyridine hydrochlorideHCID 5343820069.2%

Reaction Steps

To a toluene (20.0 mL) solution of (5-bromo-pyridin-2-yl)-methanol (4.70 g, 25.0 mmol) described in Manufacturing Example 54-1-1 was added dropwise thionyl chloride (3.65 mL, 50.1 mmol) on an ice bath (0° C.) under nitrogen atmosphere, which was stirred for 5 minutes at room temperature. The solvent was evaporated under a reduced pressure to obtain the title compound (4.2 g, 69.2%) as a hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-123029915bce4c9788405939b75d8ea7
Source noteuspto-grants-2012_04