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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556380Generated: October 29, 2026

N,N-Dimethylaniline → HCID 86626632, compound

https://huagongshe.com/reaction/556380

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178445463HCID 178445463—
CatalystTetraethylammonium ChlorideHCID 5946—
SolventAcetonitrileHCID 6342—
ProductHCID 86626632HCID 86626632—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 915 mg (4.08 mMol) hexanoic acid 6-hydroxy-pyrimidin-4-ylmethyl ester, 1.48 g (8.98 mMol) Et4NCl and 698 μl (5.44 mMol) N,N-dimethylaniline in 30 ml of acetonitrile, 3.73 ml (40.8 mMol) POCl3 are added. After stirring for 1 h at 60° C., the cooled solution is concentrated in vacuo. The residue is re-dissolved in EtOAc and water, the aq. layer separated off and extracted twice with EtOAc. The organic phases are washed with water, sat. NaHCO3 and brine, dried (Na2SO4) and concentrated, yielding the title compound as an oil: MS: [M+1]+=243/245; TLC(CH2Cl2): Rf=0.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058276B2
Source datasetuspto-grants-2011_11
ORD IDord-db19999c6d38411a915a0aa4b35afa3b
Source noteuspto-grants-2011_11