Adding a certain compound to certain chemical reactions, such as: 58139-04-1, name is 2-Iodo-3-methoxypyrazine, belongs to Pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 58139-04-1, Product Details of 58139-04-1
To a solution of 2-iodo-3-methoxypyrazine (22)9 (118 mg, 0.5 mmol) in THF (1 mL) was added isopropylmagnesium chloride (0.3 mL, 0.6 mmol, 2 M in THF) at 0 C. The mixture was stirred for exactly 7 min and a solution of 1,1?-bisindole-3,3?-dicarbaldehyde (14) (29 mg, 0.1 mmol) in THF (1 mL) was added dropwise. The reaction mixture was warmed to room temperature for 18 h and diluted with ethyl acetate (15 mL). The organic solution was washed with water (10 mL) and NH4Cl (10 mL), dried (MgSO4), filtered and concentrated in vacuo. The crude residue was purified by flash column chromatography using n-hexanes/ethyl acetate (1:1) as eluent to give diol 16 as a yellow oil (51 mg, 0.098 mmol, 98%) and an inconsequential mixture of diastereomers, which was used immediately in the next step. To a solution of 16 (51 mg, 0.098 mmol) in dichloromethane/acetonitrile (1:2, 5 mL) were added triethylsilane (28 mg, 38.4 muL, 0.24 mmol) and boron trifluoride diethyl etherate (34 mg, 29.6 muL, 0.24 mmol) at 0 C. The reaction mixture was stirred at 0 C for an additional 30 min and diluted with dichloromethane (15 mL). The solution was washed with NaHCO3 (satd, 10 mL), dried (MgSO4), filtered and concentrated in vacuo. The crude material was purified by flash column chromatography using ethyl acetate/methanol (19:1) as eluent to give the title compound as a yellow oil (40 mg, 0.084 mmol, 86%); numax (neat)/cm-1 3054, 2947, 2925, 2865, 1540, 1450, 1391, 1310, 1123, 1009, 740; deltaH (400 MHz, CDCl3) 8.05 (2H, d, J 2.8, 2¡ÁArH), 7.96 (2H, d, J 2.8, 2¡ÁArH), 7.77 (2H, d, J 7.4, 2¡ÁArH), 7.19-7.12 (4H, m, 4¡ÁArH), 7.18 (2H, s, 2¡ÁArH), 6.82 (2H, d, J 7.8, 2¡ÁArH), 4.31 (4H, d, J 4.2, 2¡ÁCH2), 3.99 (6H, s, 2¡ÁMe); deltaC (100 MHz, CDCl3) 158.8 (2¡ÁC), 146.1 (2¡ÁC), 138.9 (2¡ÁCH), 137.3 (2¡ÁC), 135.9 (2¡ÁCH), 126.6 (2¡ÁC), 126.3 (2¡ÁC), 123.3 (2¡ÁCH), 120.9 (2¡ÁCH), 119.9 (2¡ÁCH), 112.2 (2¡ÁC), 109.2 (2¡ÁCH), 53.7 (2¡ÁMe), 28.9 (2¡ÁCH2); m/z (ESI) 499 (65%, [M+Na]+), 376 (15), 311 (12), 261 (100); HRMS (ESI, [M+Na]+) found 499.1858. [C28H24N6NaO2]+ requires 499.1853.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-3-methoxypyrazine, and friends who are interested can also refer to it.
Reference:
Article; Wang, Christy; Sperry, Jonathan; Tetrahedron; vol. 70; 21; (2014); p. 3430 – 3439;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem