These common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, 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. HPLC of Formula: C6H3Cl2N3
116A. Preparation of 7-bromo-2,4-dichloropyrrolo[1,2-f][1,2,4]triazine A slurry of N-bromosuccinimide (4.17 g, 23.40 mmol) in 10 mL of acetonitrile was added to a cooled (0 C.) solution of 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine (4 g, 21.27 mmol) in acetonitrile over 1 h. The reaction mixture was allowed to come to room temperature and stirred for an additional 16 hr to get a solution. The solvents were evaporated to get a solid. To this residue was added dichloromethane to dissolve most of the solids and the resulting solution was loaded onto 250 gm of silica in a 350 mL coarse frit funnel (preequilibrated with 5% EtOAc in hexanes). The silica gel was washed with 5% to 50% EtOAC in hexanes. The fractions were collected and evaporated to obtain 7-bromo-2,4-dichloropyrrolo[1,2-f][1,2,4]triazine (5.29 g, 93% pure) as crystals contaminated with ~7% of the 5-bromo isomer. The mixture as such was carried to the next step without further purification. MS (ESI) m/z 266.08 (M+H).
The synthetic route of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Bristol-Myers Squibb Company; US2008/45496; (2008); A1;,
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