Water → 4-[3-(6-Amino-pyridin-3-ylethynyl)-2-methyl-pyridin-4-yl]-benzoic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

The title compound is synthesized according to general procedure GP3 starting from 1.5 g (6.2 mmol) 5-(4-chloro-2-methyl-pyridin-3-ylethynyl)-pyridin-2-ylamine using 2.2 g (12.3 mmol) 4-methoxycarbonylphenyl boronic acid, 281 mg (0.31 mmol) Pd2(dba)3, 440 mg (0.92 mmol) X-Phos and 1.7 g (7.4 mmol) K3PO4 in 25 mL dioxane. The reaction mixture is stirred over night at 100° C. After cooling to RT the reaction mixture is added dropwise into water, the precipitate is filtered off. The solid is taken up in iPrOH, stirred for a few minutes, filtered off and dried under vacuum. Yield: 2.0 g (95%, residual Pd).

Provenance & Evidence