Electric Literature of 768-70-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 768-70-7 name is 3-Ethynylanisole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
EXAMPLE 13 : 5-(3-Methoxyphenethyl)-l-(4-chloro-3-fluorobenzyl)pyridin- 2( 1 H)-OiIC (Final Compound 7-06); Step 1 : 5-(3-Methoxyphenethynyl)-2-methoxypyridine According to Scheme 8 Step 1 : Et3N (15eq, 12.0mmol, 1.68mL), PdCl2(PPh3)2 (0.05eq, 0.04mmol, 17.5mg), PPh3 (0.2eq, O.l?mmol, 41.8mg) and 5-bromo-2- methoxypyridine (leq, 0.80mmol, 0.15g) were added to a stirred solution of copper iodide (0.05eq, 0.04mmol, 7.6mg) in DMF (8mL). Then l-ethynyl-3-methoxybenzene (l.leq, 0.88mmol, 0.12g) was added and the mixture was heated under microwaves (120C/25min) and was stirred overnight at room temperature. The resulting solution was poured onto water and extracted with AcOEt. The combined organic layers were dried over MgSO4, filtered and evaporated under reduced pressure. The crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 25g SiO2) using pentane/Et2O 98/2 as eluent to afford 5-(3- methoxyphenethynyl)-2-methoxypyridine (0.64mmol, 154mg, 81%) as a colorless oil. LC (XTerra RP18, 3.5mum, 3.0x50mm Column): RT = 5.13 min; MS m/z ES+= 240.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Ethynylanisole, and friends who are interested can also refer to it.
Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; ADDEX PHARMACEUTICALS S.A.; WO2006/30032; (2006); A1;,
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