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ChemicalBook CAS DataBase List 5-Bromo-4,7-diazaindole
875781-43-4

5-Bromo-4,7-diazaindole synthesis

2synthesis methods
Potassium tert-butoxide (3.70 g, 33.0 mmol) was dissolved in THF (80 mL) under N2 protection. A solution of 5-bromo-3 - ((trimethylsilyl) ethynyl) pyrazine-2-amino (9.00 g, 33.0 mmol) in THF (84 mL) was slowly added dropwise over 30 min. After the dropwise addition, the mixture was stirred at room temperature for 30 min, Reflux reaction 1h, Cooled to room temperature and filtered. The filter cake was washed with ethyl acetate (200 mL) and saturated brine (50 mL x 2), and the aqueous phase was combined. And extracted with ethyl acetate (60 mL x 2). The organic phases were combined. The residue was subjected to column chromatography (eluent: PE / EtOAc (v / v) = 3/1) to give 5-Bromo-4,7-diazaindole 5.0 g of a yellow solid.
875781-41-2 Synthesis
5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine

875781-41-2
109 suppliers
$20.00/100mg

-

Yield:875781-43-4 76%

Reaction Conditions:

with potassium tert-butylate in tetrahydrofuran at 20; for 2 h;Inert atmosphere;Reflux;

Steps:

1.3 Step 3: Synthesis of the compound 2-bromo-5H-pyrrolo [2,3-b] pyrazine
Potassium tert-butoxide (3.70 g, 33.0 mmol) was dissolved in THF (80 mL)Under N2 protection,A solution of 5-bromo-3 - ((trimethylsilyl) ethynyl) pyrazine-2-amino (9.00 g, 33.0 mmol) in THF (84 mL) was slowly added dropwise over 30 min,After the dropwise addition, the mixture was stirred at room temperature for 30 min,Reflux reaction 1h,Cooled to room temperature, filtered,The filter cake was washed with ethyl acetate (200 mL)Washed with saturated brine (50 mL x 2), the aqueous phase was combined,And extracted with ethyl acetate (60 mL x 2). The organic phases were combined, The residue was subjected to column chromatography (eluent: PE / EtOAc (v / v) = 3/1) to give the title compound5.0 g of a yellow solid, yield: 76.0%.

References:

Guangdong East Sunshine Pharmaceutical Co., Ltd;Liu, Bing;Huang, Jiuzhong;Zhang, Yingjun;Xue, Yaping;Xing, Wei;Xu, Juan;Wu, Zuping;Yu, Tianxi CN106432246, 2017, A Location in patent:Paragraph 0543; 0544; 0545

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