These common heterocyclic compound, 58139-03-0, name is 2-Iodo-6-methoxypyrazine, 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. Computed Properties of C5H5IN2O
1. 3-[2-(6-Methoxypyrazin)yl]-3-hydroxy-1-azabicyclo-[2.2.1]heptane t-Butyllithium (24 ml of a 1.7M solution in pentane, 40.8 mmol) was added dropwise to a rapidly stirred solution of 2-iodo-6-methoxypyrazine (4.7 g, 19.9 mmol) in ether (125 ml), at -50° C. The reaction mixture was stirred for 0.25 h and a solution of 1-azabicyclo[2.2.1]heptan-3-one (2.86 g, 25.8 mmol) in ether (20 ml) (predried over MgSO4), then added and warmed to room temperature. Aqueous workup and extraction into dichloromethane gave the crude product which was chromatographed on alumina using dichloromethane/methanol (96:4) as eluant to give the title alcohol (2.91 g) as a yellow oil; (Found: M+ =221.1166; C11 H15 N3 O2 requires M+ =21.1164); m/e 221 (M+); delta(250 MHz, CDCl3) 1.46-1.62 (1H, m, CH of CH2); 2.26-2.40 (1H, m, CH of CH2); 2.50 (1H, dd, J=3.5 and 12 Hz, CH of CH2 –N); 2.60 (1H, dd, J=4.5 and 14 Hz, CH of CH2 –N); 2.72 (1H, d, J=4.5 Hz, CH-bridgehead); 2.74-3.06 (2H, m, CH2 –N); 3.07-3.14 (1H, m, CH of CH2 –N); 3.42 (1H, dd, J=1.5 and 14 Hz, CH of CH2 –N); 3.96 (3H, s, OMe); 8.13 (1H, s, pyrazine-H); 8.37 (1H, s, pyrazine-H).
The synthetic route of 2-Iodo-6-methoxypyrazine has been constantly updated, and we look forward to future research findings.