化学合成。
化学合成
合成路线 1（1. 合成：17284-97-8）
产率：100%
合成条件：at 80℃; for 5 h; Sealed tube
实验步骤：中间体L6 - （（6-氯 - [1,2,4]三唑并[4,3-b]哒嗪-3-基）甲基）喹啉乙酸，500℃3-氯-6-肼基哒嗪（i）的混合物 将3,6-二氯哒嗪（3g，20.14mmol）和一水合肼（1g，20.14mmol）在密封管中加热至80℃保持5小时。 蒸发溶剂，粗品不经纯化用于下一步骤（3.56g，100％）。 LCMS（方法B）：[MH] + = 145.1，t R = 0.57min。
参考文献：
- [1] Patent: WO2011/18454, 2011, A1. Location in patent: Page/Page column 62-63 [2] Patent: WO2011/20861, 2011, A1. Location in patent: Page/Page column 67 [3] MedChemComm, 2014, vol. 5, # 4, p. 540 - 546 [4] Bulletin of the Korean Chemical Society, 2018, vol. 39, # 7, p. 853 - 857 [5] Patent: KR2018/94194, 2018, A. Location in patent: Paragraph 0221; 0222; 0223; 0224 [6] Patent: US2014/296243, 2014, A1. Location in patent: Paragraph 0361; 0362 [7] Inorganic Chemistry, 2011, vol. 50, # 16, p. 7478 - 7488 [8] Patent: WO2013/34048, 2013, A1. Location in patent: Page/Page column 79; 80 [9] Patent: CN106632069, 2017, A. Location in patent: Paragraph 0015 [10] Asian Journal of Chemistry, 2013, vol. 25, # 14, p. 7743 - 7748 [11] Patent: WO2013/45519, 2013, A1. Location in patent: Page/Page column 42 [12] Heterocycles, 2009, vol. 78, # 4, p. 961 - 975 [13] Patent: WO2015/86511, 2015, A1. Location in patent: Page/Page column 73 [14] CrystEngComm, 2013, vol. 15, # 32, p. 6359 - 6367 [15] Biomedicine and Pharmacotherapy, 2017, vol. 95, p. 375 - 386 [16] Archiv der Pharmazie, 2017, vol. 350, # 9, [17] Yakugaku Zasshi, 1955, vol. 75, p. 778,780 [18] Chem.Abstr., 1956, p. 4970 [19] Journal of Medicinal Chemistry, 1987, vol. 30, # 2, p. 239 - 249 [20] Magnetic Resonance in Chemistry, 2002, vol. 40, # 8, p. 507 - 516 [21] Patent: WO2007/64797, 2007, A2. Location in patent: Page/Page column 81; Figure 5 [22] Organic Letters, 2010, vol. 12, # 4, p. 688 - 691 [23] Arkivoc, 2011, vol. 2011, # 10, p. 298 - 311 [24] Journal of Heterocyclic Chemistry, 2013, vol. 50, # 5, p. 1165 - 1173 [25] Journal of Chemical and Engineering Data, 2013, vol. 58, # 9, p. 2659 - 2667 [26] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 17, p. 4132 - 4140 [27] New Journal of Chemistry, 2016, vol. 40, # 3, p. 2451 - 2465 [28] Research on Chemical Intermediates, 2017, vol. 43, # 11, p. 6601 - 6616
合成路线 2（2. 合成：17284-97-8）
产率：85.9%
合成条件：With ammonia In water
实验步骤：（a）向25％肼水溶液（4.25升）和32％氨水（7.5升）的水（23.7升）溶液中加入3,6-二氯哒嗪（3千克），同时保持温和的氮气流。 将混合物加热回流2小时，冷却后，收集沉淀物，用水洗涤并干燥，得到2.5kg（85.9％）3-氯-6-肼基哒嗪，m.p.205℃。 140°-141°C
参考文献：
- [1] Patent: US4873328, 1989, A [2] Patent: EP274409, 1989, A3
