4-氯-1H-吡唑并[3,4-d]嘧啶主要用于化学合成，在我国石油开采领域中作为絮凝剂、稀释剂以及降滤失剂，广泛应用于石油开采的酸化、钻井以及采油等工艺中。
化学合成; 石油开采
路线1：
- 步骤：将水合肼缓慢加入到4,6-二氯-嘧啶-5-甲醛和三乙胺的1,4-二恶烷溶液中，冷却保持内部温度低于20℃，添加完成后温热至室温搅拌1小时，过滤，真空除去溶剂得到产物。
- 条件：With triethylamine; hydrazine In 1,4-dioxane at 20℃; for 1 h;
- 产率：83%
- 参考文献：[1] Patent: US2009/5359, 2009, A1. Location in patent: Page/Page column 18 [2] Patent: WO2008/153947, 2008, A2. Location in patent: Page/Page column 42; 63-64 [3] Molecules, 2017, vol. 22, # 4, [4] Patent: CN106496232, 2017, A. Location in patent: Paragraph 0049; 0050; 0051; 0052 [5] Patent: CN107383014, 2017, A. Location in patent: Paragraph 0075; 0076; 0077; 0078 [6] European Journal of Medicinal Chemistry, 2018, vol. 155, p. 210 - 228 [7] Patent: WO2011/139273, 2011, A1. Location in patent: Page/Page column 48; 49 [8] Patent: US2012/172379, 2012, A1. Location in patent: Page/Page column 23 [9] Patent: US2007/10523, 2007, A1. Location in patent: Page/Page column 9 [10] Patent: WO2011/29043, 2011, A1. Location in patent: Page/Page column 126
路线2：
- 步骤：向别嘌呤醇的甲苯溶液中加入磷酰氯和二异丙基乙胺，80℃加热2小时，真空除去溶剂至一半，倒入2M磷酸氢二钾的水溶液中，4-20℃搅拌过夜，过滤，洗涤，干燥，浓缩得到产物。
- 条件：Stage #1: With N-ethyl-N,N-diisopropylamine; trichlorophosphate In toluene at 80℃; for 2 h; Stage #2: With dipotassium hydrogenphosphate In water; toluene at 4 - 20℃;
- 产率：70.45%
- 参考文献：[1] Patent: WO2008/140947, 2008, A1. Location in patent: Page/Page column 36-37 [2] Patent: WO2015/187845, 2015, A1. Location in patent: Paragraph 0185 [3] Patent: WO2007/76423, 2007, A2. Location in patent: Page/Page column 181 [4] ChemMedChem, 2014, vol. 9, # 11, p. 2516 - 2527 [5] Patent: US2009/286812, 2009, A1. Location in patent: Page/Page column 28 [6] Patent: EP2889298, 2015, A1. Location in patent: Paragraph 0101 [7] Journal of the American Chemical Society, 1956, vol. 78, p. 784,787 [8] Journal of the American Chemical Society, 1957, vol. 79, p. 6407,6413 [9] Journal of Medicinal Chemistry, 2013, vol. 56, # 4, p. 1641 - 1655
路线3：
- 步骤：将别嘌呤醇和N,N-二甲基苯胺的混合物在POCl3中于80℃搅拌2小时，用水稀释，乙酸乙酯萃取，有机层用水洗涤，浓缩后经硅胶柱色谱纯化得到产物。
- 条件：With trichlorophosphate In N,N-dimethyl-aniline at 80℃; for 2 h;
- 产率：70%
- 参考文献：[1] Journal of Medicinal Chemistry, 2013, vol. 56, # 13, p. 5382 - 5394 [2] Comptes Rendus Chimie, 2017, vol. 20, # 9-10, p. 927 - 933 [3] Molecules, 2016, vol. 21, # 6, [4] Patent: US2007/281949, 2007, A1. Location in patent: Page/Page column 36 [5] Patent: WO2005/51304, 2005, A2. Location in patent: Page/Page column 115; 162-163 [6] Patent: WO2005/51304, 2005, A2. Location in patent: Page/Page column 115; 162-163 [7] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 10, p. 2519 - 2525 [8] Patent: EP1772454, 2007, A1. Location in patent: Page/Page column 60 [9] Patent: EP1772454, 2007, A1. Location in patent: Page/Page column 60-61 [10] European Journal of Medicinal Chemistry, 2013, vol. 67, p. 152 - 157 [11] Patent: WO2016/170163, 2016, A1. Location in patent: Page/Page column 94 [12] Proceedings of the National Academy of Sciences of the United States of America, 2017, vol. 114, # 16, p. E3178 - E3187
路线4：
- 步骤：向20 mL小瓶中加入1（97%，88 mg，0.5 mmol）、Et3N（0.070 mL，0.5 mmol）和THF（1 mL），在N2气氛下0℃搅拌10分钟，滴加一水合肼的THF溶液，升温至室温搅拌1小时，真空除去溶剂，分配后萃取干燥浓缩得到产物。
- 条件：With N-ethyl-N,N-diisopropylamine; hydrazine In THF at 0 - 20℃; for 1 h;
- 产率：74%
- 参考文献：无（仅提供实验步骤）
