5-Bromopyrimidine → HCID 67350934, compound

Participants

Reaction Steps

(S)-9-Ethylamino-5-(piperidin-4-yl)methyl-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one (83.6 mg, 0.243 mmol) obtained in Step 1, 5-bromopyrimidine (96.4 mg, 0.607 mmol), tris(dibenzylideneacetone)dipalladium (33.3 mg, 0.0364 mmol), 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (57.4 mg, 0.146 mmol), and sodium tert-butoxide (46.6 mg, 0.485 mmol) were dissolved in 1,4-dioxane (2.8 ml) and tert-butyl alcohol (1.4 ml) under an atmosphere of nitrogen, and the mixture was stirred at 80° C. for 4 hours. The reaction mixture was filtered through sellite, and the residue obtained by concentrating the filtrate was purified by silica gel column chromatography, and crystallized from diisopropylether to give the title compound (Compound 32) (40.2 mg, 39%).

Provenance & Evidence