Extracurricular laboratory: Synthetic route of C6H3Cl2N3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 918538-05-3, its application will become more common.

Some common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, molecular formula is C6H3Cl2N3, 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. Recommanded Product: 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine

EXAMPLE 1N2-((15)-l-cyclohexylethyl)-N4-(3-cyclopropyl-/H-pyrazol-5-yl)pyrrolo[2,l-J] [l,2,4]triazine-2,4-diamineIA. Preparation of 2-chloro-N-(3-cyclopropyl-7H-pyrazol-5-yl)pyrrolo[l,2- f [l,2,4]triazin-4-amine[0078] A solution of 2,4-dichloropyrrolo[l,2-/|[l,2,4]triazine (1.5 g, 5.3 mmol) in z-PrOeta (15 mL) was treated with S-cyclopropyl-iH-pyrazol-S-amine (657 mg, 5.3 mmol) and DIEA (0.92 mL, 5.3 mmol). The reaction was stirred overnight at ambient temperature and then filtered. The filter cake was washed with cold /-PrOH and dried under vacuum to afford IA as a solid (1.3 g, 90%). HPLC tR = 3.301 min (YMC S5 Combiscreen ODS 4.6 x 50 mm, 10-90% aqueous methanol containing 0.2% H3PO4, 4 min gradient, monitored at 254 nm). [M+H]+ = 275.37 ‘. EXAMPLE 43 2-((4-((3-cyclopropyl-lH-pyrazol-5-yl)amino)pyrrolo[2,l-/| [l,2,4]triazin-2- yl)amino)-N-l,3-thiazol-2-ylacetamide43 A. Preparation of 2-chloro-N-(3-cyclopropyl-7H-pyrazol-5-yl)pyrrolo [1,2- /][l,2,4]triazin-4-amine [0085] A solution of 2,4-dichloropyrrolo[l,2-/|[l,2,4]triazine (1.5 g, 5.3 mmol) in i-PrOH (15 mL) was treated with S-cyclopropyl-iH-pyrazol-S-amine (657 mg, 5.3 mmol) and DIEA (0.92 mL, 5.3 mmol). The reaction was stirred overnight at ambient temperature and then filtered. The filter cake was washed with cold i-PrOeta and dried under vacuum to afford 43A as a solid (1.3 g, 90%). etaPLC tR = 3.301 min (YMC S5 Combiscreen ODS 4.6 x 50 mm, 10-90% aqueous methanol containing 0.2% H3PO4, 4 min gradient, monitored at 254 nm). [M+H]+ = 275.37.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 918538-05-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/21859; (2008); A1;,
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