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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 341482Generated: October 31, 2026

Oxalyl chloride → 3-Methoxypyridine-2-carbonyl chloride

https://huagongshe.com/reaction/341482

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantSodium 3-methoxypyridine-2-carboxylateHCID 66803094—
CatalystDimethylformamideHCID 6228—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
Product3-Methoxypyridine-2-carbonyl chlorideHCID 8671051828.3%

Reaction Steps

To a stirred suspension of sodium 3-methoxypyridine-2-carboxylate (Intermediate 94, ˜3.3 mmol) in dichloromethane (10 ml) and pyridine (5 ml) at 0 C (ice-bath) was added dropwise oxalyl chloride (0.58 ml, 6.6 mmol). The mixture was stirred 10 minutes, then DMF (1 drop) was added. The mixture was warmed to room temperature and stirred 2 h then concentrated under vacuum. The residue was dissolved in dichloromethane (10 ml) and filtered through a plug of cotton wool. The filtrate was concentrated under vacuum to give the title compound as a brown oil (0.16 g) which was used without further purification or characterisation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895733B2
Source datasetuspto-grants-2014_11
ORD IDord-4bd8fdbc0380497c8c1eb07265a09966
Source noteuspto-grants-2014_11