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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094520Generated: October 26, 2026

Dimethylformamide → 6-(6-Chloropyrimidin-4-yloxy)naphthalene-1-carbonyl chloride

https://huagongshe.com/reaction/1094520

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant6-(6-Chloropyrimidin-4-yloxy)-1-naphthoic acidHCID 24823894—
SolventDichloromethaneHCID 6344—
Product6-(6-Chloropyrimidin-4-yloxy)naphthalene-1-carbonyl chlorideHCID 57455173—

Reaction Steps

A solution of 571 μl (6.66 mMol) oxalyl chloride in 15 ml CH2Cl2 is added to an ice-cooled solution of 1 g (3.33 mMol) 6-(6-chloro-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid (preparation see WO 2006/59234; Step 25.1) and 10 μl DMF in 30 ml CH2Cl2. The reaction mixture is stirred at room temperature for 1 h. The solvent is then evaporated off under reduced pressure to afford the title compound as a brown solid, which is used directly without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133886B2
Source datasetuspto-grants-2012_03
ORD IDord-b24ac829663e483fac4883f95dd9ac02
Source noteuspto-grants-2012_03