N,N-Dimethylaniline → HCID 86626631, compound

Participants

Reaction Steps

To a solution of 300 mg (1.33 mMol) hexanoic acid 4-hydroxy-pyrimidin-2-ylmethyl ester, 487 mg (2.94 mMol) Et4NCl and 373 μl (2.94 mMol) N,N-dimethylaniline in 15 ml of acetonitrile, 1.22 ml (13.3 mMol) POCl3 are added. After stirring for 24 h at rt, the solution is concentrated in vacuo. The residue is re-dissolved in EtOAc and sat. NaHCO3, the aq. layer separated off and extracted twice with EtOAc. The organic phases are dried (Na2SO4) and concentrated. Chromatography (Combi Flash; hexane/ether 199:1→9:1→3:2) gives the title compound as an oil: MS: [M+1]+=243/245; TLC(CH2Cl2): Rf=0.26.

Provenance & Evidence