Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylate → HCID 69669156, compound

Participants

Reaction Steps

tert-Butyl 4-(2-amino-5-fluorophenoxy)piperidine-1-carboxylate (0.865 g, 2.8 mmol), methyl 4-chloro-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (0.675 g, 2.8 mmol) and para-toluene sulfonic acid (0.026 g, 0.14 mmol) were heated at 90° C. in anhydrous 1,4-dioxane (8 mL) for 1.5 hours. The solution was cooled to ambient temperature, diluted with water (2 mL) and adjusted to pH 10 (4:1 water/ammonium hydroxide solution). The precipitate was collected, washed with water and diethyl ether to yield the title compound as yellow solid (0.95 g, 65%).

Provenance & Evidence