These common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C6H5BrN4
7-Bromopyrrolo[1,2-f][1,2,4]triazin-4-amine (2.264 mmol, 482 mg) and tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)carboxylate (2.264 mmol, 700 mg) were dissolved in dioxane (15 mL). 2 M-solution of potassium carbonate (5.66 mmol, 2.83 ml) in water was added. The resulting solution was purged with N2 5 minutes at 30 C. Tetrakis(triphenylphosphine)palladium(0) (0.113 mmol, 131 mg) was added and the resulting solution was purged another 5 minutes at 30 C with N2. The reaction was heated 6h at reflux. The reactionmixture was cooled to rt and water and EtOAc were added. The resulting suspension was filtered over decalite. The filtrate was extracted with EtOAc (2x). The combined organic layers were dried (Na2SO4), filtered and concentrated. The product was purified using silica gel chromatography (dichloromethane/methanol = 100/0 to 9/1 (v/v%) to give 250 mg of tert-Butyl 3-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-5,6-dihydropyridine-1(2H)-carboxylate (35%).
The synthetic route of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MSD Oss B.V.; Man, de, Adrianus, Petrus, Antonius; Sterrenburg, Jan-Gerard; Raaijmakers, Hans C.A.; Kaptein, Allard; Oubrie, Arthur A.; Rewinkel, Johannes, Bernardus, Maria; Jans, Christiaan, Gerardus, Johannes, Maria; Wijkmans, Jacobus C.H.M.; Barf, Tjeerd A.; Gao, Xiaolei; Boga, Sobhana Babu; Yao, Xin; Zhu, Hugh Y.; Cooper, Allen B.; Kim, Ronald M.; EP2548877; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary