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. Product Details of 937046-98-5
To a degassed solution of 7-bromopyrrolo[2,1-f][1 ,2,4]triazin-4-ylamine (10.0 g, 46.9 mmol) in anhydrous DMF (78 ml_) and triethylarnine (47 mL) was added tetrakis(triphenylphosphine)palladium(0) (2.17 g, 1.88 mmol, 0.04 eq) and copper (I) bromide dimethylsulfide complex (0.77 g, 3.75 mmol, 0.08 eq). After degassing with N2 for 5 min., propargyl alcohol (8.2 mL, 140.8 mmol, 3.0 eq) was added, and the reaction mixture was stirred at 900C for 6h. The reaction was quenched with 5% aq. NH3 in saturated aq. NH4CI. The aqeuous layer was washed with EtOAc (1x) followed by 25% iPrOH in DCM (3x). The combined organic layers were dried over MgSO4, filtered through a pad of Celite, and concentrated at reduced pressure. The crude product was purified by MPLC eluted with 5% EtOH/DCM. Trituration from EtOAc afforded 4.75 g (53.8%) of the desired product as a yellow solid. 1H-NMR (DMSO-alphafe) .67.89 (s, 1 H), 7.88 (broad s, 2H), 6.85 (dd, 2H), 5.39 (t, 1H), 4.36 (d, 2H); LC-MS [M+H]+ = 189, RT = 1.08 min.
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; BAYER PHARMACEUTICALS CORPORATION; WO2007/56170; (2007); A2;,
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