1003-21-0, A common heterocyclic compound, 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, molecular formula is C4H5BrN2, 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.
A mixture of 2-(methylthio)-4-(4,4,5,5- tetramethyl- 1,3 ,2-dioxaborolan-2-yl)aniline (2. 8g, 1.05? mmol, 1. Oeq) and 5-bromo- 1-methyl- 1H- imidazole 1.1 (2.5g, 1 .58mmol, 1 .5eq.) in a mixture of dioxane (24mL) and water (6mL). Reaction mixture was degassed with argon atmosphere for 10mm. Then [1,1?- Bi s(diphenylphosphino)ferrocene]palladium(II) dichloride(0 .25 Og, 0.31 mmol, 0.03 eq) and potassium carbonate(4.3 7g,3. l6mmol,3eq) was added into it. Reaction mixture was stirred at 115c for 24h. Upon completion, reaction mixture was transferred into cold water then extracted with ethyl acetate. Organic layers were combined, dried over Na2SO4 and concentrated in vacuo to obtain crude product. This was purified by column chromatography and compound was eluted in 5% ethyl acetate in hexane as eluant to obtain pure 214.1 (1 .5g, 90.69 %). MS(ES): m/z 220.31 [M+H].
The synthetic route of 1003-21-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NIMBUS LAKSHMI, INC.; GREENWOOD, Jeremy Robert; LEIT DE MORADEI, Silvana Marcel; MASSE, Craig E.; MCLEAN, Thomas H.; MONDAL, Sayan; (869 pag.)WO2018/75937; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem