Potassium Phosphate, Tribasic → 6-(6-Methoxymethyl-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

A suspension of 3.4 g (16.8 mMol) 6-hydroxy-naphthalene-1-carboxylic acid methyl ester (see Step 3.1), 3.2 g (20.2 mMol) 4-chloro-6-(methoxymethyl)pyrimidine (preparation see: BE 64 1253, p. 38; or WO 2002/45652, p. 102) and 7.85 g (37 mMol) K3PO4 in 85 ml NMP is stirred for 4 h at 90° C. The cooled mixture is diluted with 0.4 l EtOAc and 0.4 l water, the aq. phase separated off and extracted twice with EtOAc. The organic layers are washed twice with water and brine, dried (Na2SO4) and concentrated. Chromatography (SiO2; CH2Cl2/EtOAc 19:1→9:1→4:1) gives the title compound: m.p.: 87-88° C.; MS: [M+1]+=325; TLC (CH2Cl2/EtOAc 4:1): Rf=0.28.

Provenance & Evidence