3-氨基-4-羟基吡啶主要用于医药和农药领域,作为重要中间体或活性成分。
医药; 农药
合成路线 1(以3-硝基-吡啶-4-醇为原料)
- 原料:3-硝基-吡啶-4-醇(20.0g,143mmol)
- 步骤:将3-硝基-吡啶-4-醇悬浮在1000ml甲醇和20ml DMF中,加入钯炭(2.0g,10%Pd),在环境温度(20℃)下氢化4小时。过滤悬浮液,蒸发溶剂,得到粉红色油状物产物。
- 条件:With hydrogen In methanol; N,N-dimethyl-formamide at 20℃; for 4 h
- 产率:100%
- 参考文献:[1] Patent: US2007/105891, 2007, A1. Location in patent: Page/Page column 10 [2] Patent: US2011/28467, 2011, A1. Location in patent: Page/Page column 15 [3] Patent: CN108373476, 2018, A. Location in patent: Paragraph 0390-0394 [4] Journal of Medicinal Chemistry, 2015, vol. 58, #24, p. 9742-9753 [5] Roczniki Chemii, 1955, vol.29, p.119,127 [6] Chem.Abstr., 1955, p.11643 [7] Angewandte Chemie, 1936, vol.49, p.486,488 [8] Journal of Heterocyclic Chemistry, 1990, vol.27, #3, p.563-566 [9] Journal of Chemical and Engineering Data, 1980, vol.25, #2, p.176-183 [10] Journal of Organic Chemistry, 1995, vol.60, #17, p.5721-5725 [11] Patent: WO2007/70173, 2007, A2. Location in patent: Page/Page column 93
合成路线 2(以4-羟基-3-硝基吡啶为原料)
- 原料:4-羟基-3-硝基吡啶(2.8 g,20.0 mmol)
- 步骤:将4-羟基-3-硝基吡啶溶解于150 mL甲醇中,加入280 mg Pd/C催化剂,置换空气为氢气后持续通入氢气,室温反应直至TLC监测完成。抽滤,滤饼用甲醇洗涤,合并滤液减压浓缩,得到产物。
- 条件:In methanol; Pd/C catalyst; hydrogen atmosphere at room temperature; monitored by TLC
- 产率:90%
- 参考文献:[1] Patent: US2007/105891, 2007, A1. Location in patent: Page/Page column 10 [2] Patent: US2011/28467, 2011, A1. Location in patent: Page/Page column 15 [4] Journal of Medicinal Chemistry, 2015, vol.58, #24, p.9742-9753