Sodium hydride → 4-(6-Methoxy-pyridin-3-ylmethoxy)-pyrimidin-2-ylamine

Participants

Reaction Conditions

Reaction Steps

A mixture of commercially available (6-methoxypyridin-3-yl)-methanol (CAS 58584-63-7, 1 g, 7.19 mmol) and dry THF (9.3 mL) was cooled to 0° C. and sodium hydride (0.38 g of a 60% dispersion, 9.58 mmol) was added portionwise. Stirring was continued at 0° C. before portionwise addition of 2-amino-4-chloropyrimidine (0.62 g, 4.79 mmol). The mixture was heated at 100° C. (bath temperature) for 2 hours. On cooling, the mixture was poured onto ice, extracted with EtOAc (4×) and the combined organic phase washed with brine, dried and concentrated to give the title compound as a beige solid (1.33 g, 65% purity) which was used without further purification in the next step.

Provenance & Evidence