Technology Process of N-(4-methoxy-9-oxo-6-phenyl-1,2,8,9-tetrahydro-5,7,9a-triaza-benzo[cd]azulen-8-yl)-nicotinamide
There total 9 articles about N-(4-methoxy-9-oxo-6-phenyl-1,2,8,9-tetrahydro-5,7,9a-triaza-benzo[cd]azulen-8-yl)-nicotinamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
O-[(ethoxycarbonyl)cyanomethyleneamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
DOI:10.1016/j.bmcl.2004.03.067
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 96 percent / dioxane
2: 57 percent / n-BuLi; TMEDA / diethyl ether / -78 °C
3: 90 percent / CH2Cl2
4: 91 percent / LiHMDS / tetrahydrofuran / -78 °C
5: 75 percent / HBr; aq. H2O2
6: 74 percent / Pd2(dba)3; dppf / dimethylformamide
7: 55 percent / tetrahydrofuran
8: 43 percent / pyridine / 48 h
9: 26 percent / t-BuOK; trisyl azide; AcOH / tetrahydrofuran / -78 °C
10: 69 percent / aq. PPh3 / tetrahydrofuran
11: 84 percent / TOTU; DIPEA / CH2Cl2
With
pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; n-butyllithium; O-[(ethoxycarbonyl)cyanomethyleneamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate; tris(dibenzylideneacetone)dipalladium (0); N,N,N,N,-tetramethylethylenediamine; 2,4,6-Triisopropylbenzenesulfonyl azide; potassium tert-butylate; hydrogen bromide; dihydrogen peroxide; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hexamethyldisilazane;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
7: Grignard reaction;
DOI:10.1016/j.bmcl.2004.03.067
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 74 percent / Pd2(dba)3; dppf / dimethylformamide
2: 55 percent / tetrahydrofuran
3: 43 percent / pyridine / 48 h
4: 26 percent / t-BuOK; trisyl azide; AcOH / tetrahydrofuran / -78 °C
5: 69 percent / aq. PPh3 / tetrahydrofuran
6: 84 percent / TOTU; DIPEA / CH2Cl2
With
pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; O-[(ethoxycarbonyl)cyanomethyleneamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate; tris(dibenzylideneacetone)dipalladium (0); 2,4,6-Triisopropylbenzenesulfonyl azide; potassium tert-butylate; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
2: Grignard reaction;
DOI:10.1016/j.bmcl.2004.03.067
