29681-38-7

基本信息
5-甲基吡啶-2-羧酸甲酯
5-甲基吡啶-2-甲酸甲酯
methyl 5-methylpicolinate
5-Methyl-,Methylester(9CI)
5-Methylpicolic acid Methyl ester
5-Methylpicolinic acid methyl ester
Methyl 5-methylpyridine-2-carboxylate
Methyl 5-methyl-2-pyridinecarboxylate
Methyl 5-methylpyridine-2-carboxylate 98%
5-Methylpyridine-2-carboxylic acid methyl ester
5-methyl-2-pyridinecarboxylic acid methyl ester
物理化學性質(zhì)
常見問題列表

67-56-1

589-93-5

29681-38-7
中間體20-6:5-甲基吡啶-2-羧酸甲酯的合成步驟:向2,5-二甲基吡啶(3.00g,28.0mmol,CAS 589-93-5)溶于吡啶(15mL)的溶液中加入二氧化硒(4.66g,42.0mmol,CAS 7446-08-4)。將反應混合物加熱回流過夜。反應完成后,冷卻至室溫,過濾除去固體沉淀,并依次用水和吡啶(每次5mL,共2次)洗滌。蒸發(fā)濾液,將得到的粗產(chǎn)物重新溶解于甲醇(100mL)中。向此溶液中加入硫酸(1.34mL,25.0mmol),然后將反應混合物加熱回流5小時。反應結(jié)束后,冷卻至室溫,用20% NaOH水溶液堿化反應混合物。蒸發(fā)除去甲醇,加入水(50mL)稀釋。用二乙醚(DEE,3×100mL)萃取混合物。合并有機相,用無水硫酸鈉(Na2SO4)干燥,蒸發(fā)溶劑后,得到標題化合物5-甲基吡啶-2-羧酸甲酯(2.11g,收率50%),為淺棕色油狀物。1H NMR(400MHz,CDCl3)δ 2.40(s,3H),3.97(s,3H),7.61(d,1H),8.01(d,1H),8.54(s,1H)。
參考文獻:
[1] Patent: WO2009/81195, 2009, A1. Location in patent: Page/Page column 84
[2] Patent: WO2012/80221, 2012, A1. Location in patent: Page/Page column 83-84
[3] Patent: US2013/274260, 2013, A1. Location in patent: Paragraph 0620-0621
[4] Patent: WO2009/10794, 2009, A1. Location in patent: Page/Page column 61-62
[5] Tetrahedron Asymmetry, 2001, vol. 12, # 17, p. 2385 - 2387