210366-15-7
210366-15-7 結(jié)構(gòu)式
基本信息
1-(benzyloxy)-2-oxo-1,2-dihydropyridine-6-carboxylic acid
1-(Benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylic acid
1,6-dihydro-6-oxo-1-(phenylMethoxy)-2-Pyridinecarboxylic acid
2-Pyridinecarboxylic acid, 1,6-dihydro-6-oxo-1-(phenylMethoxy)-
物理化學(xué)性質(zhì)
制備方法
100-44-7
94781-89-2
210366-15-7
以氯化芐和1-羥基-6-氧代-1,6-二氫吡啶-2-羧酸為原料合成1-(芐氧基)-6-氧代-1,6-二氫吡啶-2-羧酸的一般步驟：將1-羥基-6-羧基-2(1H)-吡啶酮（15.5 g，0.1 mol）和無水碳酸鉀（27.6 g，0.2 mol）與芐基氯（15.2 g，0.12 mol）在甲醇（250 mL）中混合，回流反應(yīng)16小時。反應(yīng)完成后，過濾混合物，將濾液蒸發(fā)至干。將殘余物溶于水（50 mL）中，用6N HCl酸化至pH 2。過濾分離出白色沉淀，用冷水洗滌，真空干燥，得到22.3 g（產(chǎn)率91%）1-芐氧基-6-羧基-2(1H)-吡啶酮，熔點(diǎn)為176-177℃。產(chǎn)物經(jīng)1H NMR（300 MHz, CDCl3）和13C NMR（75 MHz, DMSO-d6）表征，數(shù)據(jù)如下：1H NMR δ 5.269 (s, 2H), 6.546 (dd, J = 16 Hz, J = 6.7 Hz, 1H), 6.726 (dd, J = 16 Hz, J = 9.2 Hz, 1H), 7.39-7.51 (m, 6H); 13C NMR δ 77.9, 106.0, 124.1, 128.5, 129.1, 129.6, 133.8, 138.7, 140.5, 157.7, 161.7。元素分析（C13H11NO4）計算值：C, 63.66 (63.75); H, 4.53 (4.55); N, 5.71 (5.52)。
參考文獻(xiàn)：
[1] Journal of Medicinal Chemistry, 2014, vol. 57, # 11, p. 4849 - 4860
[2] Journal of Medicinal Chemistry, 2002, vol. 45, # 18, p. 3963 - 3971
[3] Patent: WO2008/8797, 2008, A2. Location in patent: Page/Page column 58
[4] Patent: WO2007/121453, 2007, A2. Location in patent: Page/Page column 108
[5] Patent: WO2017/105565, 2017, A2. Location in patent: Paragraph 0109