化学合成。
化学合成
合成路线 1（1. 合成：5460-29-7）
产率：88.3%
合成条件：With tetrabutylammomium bromide In N,N-dimethyl-formamide at 70℃; for 2 h;
实验步骤：50mLDMF，0.025mol邻苯二甲酰亚胺钾盐，0.10mol 1,3-二溴丙烷和0.5g TBAB，70反应2.0h;冷却至室温，倒入冰水乙酸乙酯萃取，洗涤，干燥，溶解，静置过夜，5.91g 将N-（3-溴丙基）邻苯二甲酰亚胺沉淀，为白色固体，mp 70-73°C，收率88.3％。
参考文献：
- [1] Patent: CN107382980, 2017, A. Location in patent: Paragraph 0035; 0036; 0037; 0038 [2] Patent: CN107540647, 2018, A. Location in patent: Paragraph 0049-0051 [3] European Journal of Medicinal Chemistry, 2018, vol. 149, p. 69 - 78 [4] Chemistry - A European Journal, 2014, vol. 20, # 6, p. 1530 - 1538 [5] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 7, p. 1223 - 1227 [6] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 22, p. 5053 - 5059 [7] Tetrahedron, 1999, vol. 55, # 34, p. 10487 - 10496 [8] European Journal of Medicinal Chemistry, 2013, vol. 64, p. 529 - 539 [9] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 10, p. 2539 - 2543 [10] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985, p. 191 - 196 [11] Patent: US2016/257653, 2016, A1. Location in patent: Paragraph 0448; 0449 [12] Science China Chemistry, 2011, vol. 54, # 7, p. 1148 - 1154 [13] Tetrahedron, 1983, vol. 39, # 21, p. 3493 - 3505 [14] Archiv der Pharmazie, 2012, vol. 345, # 7, p. 509 - 516 [15] Organic and Biomolecular Chemistry, 2007, vol. 5, # 6, p. 907 - 916 [16] Chemische Berichte, 1888, vol. 21, p. 2673 [17] Organic Syntheses, 1944, vol. 24, p. 46 [18] Monatshefte fuer Chemie, 1981, vol. 112, p. 825 - 840 [19] Journal of Medicinal Chemistry, 2002, vol. 45, # 5, p. 1128 - 1141 [20] Patent: US5332739, 1994, A [21] Patent: US5008267, 1991, A [22] Patent: US5008267, 1991, A [23] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 9, p. 2380 - 2382 [24] European Journal of Medicinal Chemistry, 2016, vol. 122, p. 17 - 26
合成路线 2（2. 合成：5460-29-7）
产率：85%
合成条件：With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3 h;
实验步骤：向搅拌的异吲哚啉-1,3-二酮（10g，1mmol）在N，N-二甲基甲酰胺（DMF）（40mL），1,3-二溴丙烷（14g，1mmol），K 2 CO 3（9.3）中的溶液中加入 在室温下加入g，3mmol）。 将反应混合物在室温下搅拌3小时。 反应完成后，如TLC所示，将所得溶液倒入冷水中，然后用乙酸乙酯萃取。分离乙酸乙酯，用Na 2 SO 4干燥并真空浓缩，得到白色固体。
参考文献：
- [1] Journal of Heterocyclic Chemistry, 2008, vol. 45, # 5, p. 1371 - 1375 [2] Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 1, p. 198 - 210 [3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 14, p. 4138 - 4140 [4] Medicinal Chemistry Research, 2016, vol. 25, # 9, p. 2070 - 2081 [5] Patent: CN107382942, 2017, A. Location in patent: Paragraph 0013-0014 [6] Patent: WO2006/92710, 2006, A1. Location in patent: Page/Page column 55-56 [7] Bioorganic Chemistry, 2019, vol. 84, p. 137 - 149 [8] Journal of Organometallic Chemistry, 2018, vol. 868, p. 154 - 163 [9] Journal of Medicinal Chemistry, 2006, vol. 49, # 26, p. 7826 - 7835 [10] Tetrahedron Letters, 1996, vol. 37, # 15, p. 2577 - 2580 [11] Synthetic Communications, 2003, vol. 33, # 5, p. 741 - 747 [12] Patent: US4613695, 1986, A [13] European Journal of Medicinal Chemistry, 2011, vol. 46, # 12, p. 5885 - 5893 [14] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 9, p. 3038 - 3048 [15] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 5, p. 1548 - 1552 [16] Patent: WO2014/210159, 2014, A1. Location in patent: Page/Page column 97 [17] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 8, p. 2035 - 2039 [18] Chimia, 2016, vol. 70, # 10, p. 704 - 708 [19] ChemMedChem, 2016, vol. 11, # 20, p. 2327 - 2338 [20] European Journal of Medicinal Chemistry, 2017, vol. 138, p. 729 - 737 [21] Letters in Drug Design and Discovery, 2017, vol. 14, # 10, p. 1138 - 1144
合成路线 3（3. 合成：5460-29-7）
产率：85.1%
合成条件：for 0.50 h; Reflux
实验步骤：5.0mmol N-（3-羟丙基）邻苯二甲酰亚胺，5.00mmol PBr3回流反应完成0.5小时，并通过TLC检测。 冷却后，将其倒入冰水中以沉淀固体。 粗产物用无水乙醇重结晶，得到白色固体N-（3-溴丙基）邻苯二甲酰亚胺（1.14g）。 熔点73-73℃，收率85.1％。
参考文献：
- [1] Chemical Communications, 2003, # 2, p. 260 - 261 [2] Tetrahedron Letters, 2003, vol. 44, # 44, p. 8143 - 8147 [3] Patent: CN107540647, 2018, A. Location in patent: Paragraph 0045-0048
