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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
426268-06-6
合成路线
(共 14 条)
14047-29-1
4-羧基苯硼酸
+
426268-11-3
→
反应条件
426268-06-6
反应条件
sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) in N,N-dimethyl-formamide T=80°C; Suzuki-type coupling; 2 h;
参考文献
Hersperger, Rene; Dawson, Janet; Mueller, Thomas
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 233 - 235
426268-09-9
2,1,3-苯并噁二唑-5-基-硼酸
+
207279-31-0
6-(4-羧基苯基)-8-溴-1,7-萘啶
→
反应条件
426268-06-6
反应条件
sodium carbonate; tris-(o-tolyl)phosphine; bis(dibenzylideneacetone)-palladium(0) in N,N-dimethyl-formamide T=110°C; Suzuki coupling; 2 h;
参考文献
Hersperger, Rene; Dawson, Janet; Mueller, Thomas
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 233 - 235
51376-06-8
5-溴-2,1,3-苯并恶唑
→
反应条件
426268-06-6
反应条件
1: 45 percent / n-BuLi; TMEDA; B(OEt)3 / tetrahydrofuran; pentane / 0.08 h / -100 °C 2: Pd(dba)2; P(o-tol)3; 2 N aq. Na2CO3 / dimethylformamide; toluene / 3 h / 110 °C 3: 40 percent / NaNO2 / dimethylformamide / 3 h / 20 °C 4: 68 percent / Pd(dba)2; PPh3; 2 N aq. Na2CO3 / dimethylformamide / 2 h / 80 °C View Scheme
参考文献
Hersperger, Rene; Dawson, Janet; Mueller, Thomas
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 233 - 235
875-51-4
4-溴-2-硝基苯胺
→
反应条件
426268-06-6
反应条件
1.1: KOH / ethanol / 1 h / 60 °C 1.2: aq. NaOCl / 1 h / 0 °C 2.1: PPh3 / xylene / 3 h / 140 °C 3.1: 45 percent / n-BuLi; TMEDA; B(OEt)3 / tetrahydrofuran; pentane / 0.08 h / -100 °C 4.1: Pd(dba)2; P(o-tol)3; 2 N aq. Na2CO3 / dimethylformamide; toluene / 3 h / 110 °C 5.1: 40 percent / NaNO2 / dimethylformamide / 3 h / 20 °C 6.1: 68 percent / Pd(dba)2; PPh3; 2 N aq. Na2CO3 / dimethylformamide / 2 h / 80 °C View Scheme
参考文献
Hersperger, Rene; Dawson, Janet; Mueller, Thomas
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 233 - 235
88-74-4
邻硝基苯胺
→
反应条件
426268-06-6
反应条件
1.1: 93 percent / N-bromosuccinimide; AcOH / 2 h / 60 °C 2.1: KOH / ethanol / 1 h / 60 °C 2.2: aq. NaOCl / 1 h / 0 °C 3.1: PPh3 / xylene / 3 h / 140 °C 4.1: 45 percent / n-BuLi; TMEDA; B(OEt)3 / tetrahydrofuran; pentane / 0.08 h / -100 °C 5.1: Pd(dba)2; P(o-tol)3; 2 N aq. Na2CO3 / dimethylformamide; toluene / 3 h / 110 °C 6.1: 40 percent / NaNO2 / dimethylformamide / 3 h / 20 °C 7.1: 68 percent / Pd(dba)2; PPh3; 2 N aq. Na2CO3 / dimethylformamide / 2 h / 80 °C View Scheme
参考文献
Hersperger, Rene; Dawson, Janet; Mueller, Thomas
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 233 - 235
41153-83-7
6-溴苯并[c][1,2,5]噁二唑1-氧化物
→
反应条件
426268-06-6
反应条件
1: PPh3 / xylene / 3 h / 140 °C 2: 45 percent / n-BuLi; TMEDA; B(OEt)3 / tetrahydrofuran; pentane / 0.08 h / -100 °C 3: Pd(dba)2; P(o-tol)3; 2 N aq. Na2CO3 / dimethylformamide; toluene / 3 h / 110 °C 4: 40 percent / NaNO2 / dimethylformamide / 3 h / 20 °C 5: 68 percent / Pd(dba)2; PPh3; 2 N aq. Na2CO3 / dimethylformamide / 2 h / 80 °C View Scheme
参考文献
Hersperger, Rene; Dawson, Janet; Mueller, Thomas
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 233 - 235
5912-35-6
8-溴-1,7-萘啶-6-胺
→
反应条件
426268-06-6
反应条件
1: Pd(dba)2; PPh3 / dimethylformamide / 3 h / 120 °C 2: 40 percent / NaNO2 / dimethylformamide / 3 h / 20 °C 3: 68 percent / Pd(dba)2; PPh3; 2 N aq. Na2CO3 / dimethylformamide / 2 h / 80 °C View Scheme
参考文献
Hersperger, Rene; Dawson, Janet; Mueller, Thomas
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 233 - 235
14047-29-1
4-羧基苯硼酸
→
反应条件
426268-06-6
反应条件
1: 75 percent / Pd(dba)2; PPh3; 2 N aq. Na2CO3 / dimethylformamide / 2 h / 80 °C 2: 73 percent / PBr3 / dimethylformamide / 0.5 h / 100 °C 3: Pd(dba)2; P(o-tol)3; 2 N aq. Na2CO3 / dimethylformamide / 2 h / 110 °C View Scheme
参考文献
Hersperger, Rene; Dawson, Janet; Mueller, Thomas
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 233 - 235
5912-34-5
→
反应条件
426268-06-6
反应条件
1: 63 percent / Na / 16 h / 20 °C 2: 46 percent / aq. NaNO2 / 3 h / 0 °C 3: 75 percent / Pd(dba)2; PPh3; 2 N aq. Na2CO3 / dimethylformamide / 2 h / 80 °C 4: 73 percent / PBr3 / dimethylformamide / 0.5 h / 100 °C 5: Pd(dba)2; P(o-tol)3; 2 N aq. Na2CO3 / dimethylformamide / 2 h / 110 °C View Scheme
参考文献
Hersperger, Rene; Dawson, Janet; Mueller, Thomas
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 233 - 235
55716-28-4
8-甲氧基-1,7-萘啶-6-胺
→
反应条件
426268-06-6
反应条件
1: 46 percent / aq. NaNO2 / 3 h / 0 °C 2: 75 percent / Pd(dba)2; PPh3; 2 N aq. Na2CO3 / dimethylformamide / 2 h / 80 °C 3: 73 percent / PBr3 / dimethylformamide / 0.5 h / 100 °C 4: Pd(dba)2; P(o-tol)3; 2 N aq. Na2CO3 / dimethylformamide / 2 h / 110 °C View Scheme
参考文献
Hersperger, Rene; Dawson, Janet; Mueller, Thomas
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 233 - 235
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