Alternatived Products of [ 251649-40-8 ]
Product Details of [ 251649-40-8 ]
CAS No. : | 251649-40-8 |
MDL No. : | MFCD16622793 |
Formula : |
C10H8N2O3
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
204.18
|
Pubchem ID : | - |
Synonyms : |
|
Safety of [ 251649-40-8 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 251649-40-8 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 251649-40-8 ]
- 1
-
[ 6972-71-0 ]
-
[ 610-81-1 ]
-
[ 251649-40-8 ]
Yield | Reaction Conditions | Operation in experiment |
89% |
With acetic acid for 1h; Heating; |
|
Reference:
[1]Campiani, Giuseppe; Morelli, Elena; Gemma, Sandra; Nacci, Vito; Butini, Stefania; Hamon, Michel; Novellino, Ettore; Greco, Giovanni; Cagnotto, Alfredo; Goegan, Mara; Cervo, Luigi; Valle, Fabio Dalla; Fracasso, Claudia; Caccia, Silvio; Mennini, Tiziana
[Journal of Medicinal Chemistry, 1999, vol. 42, # 21, p. 4362 - 4379]
- 2
-
[ 100-44-7 ]
-
[ 251649-40-8 ]
-
[ 251649-41-9 ]
Yield | Reaction Conditions | Operation in experiment |
98% |
With potassium carbonate In N,N-dimethyl-formamide at 60℃; |
|
Reference:
[1]Campiani, Giuseppe; Morelli, Elena; Gemma, Sandra; Nacci, Vito; Butini, Stefania; Hamon, Michel; Novellino, Ettore; Greco, Giovanni; Cagnotto, Alfredo; Goegan, Mara; Cervo, Luigi; Valle, Fabio Dalla; Fracasso, Claudia; Caccia, Silvio; Mennini, Tiziana
[Journal of Medicinal Chemistry, 1999, vol. 42, # 21, p. 4362 - 4379]
- 3
-
[ 251649-40-8 ]
-
[ 251649-46-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: 98 percent / K2CO3 / dimethylformamide / 60 °C
2: 87 percent / tin(II) chloride dihydrate / ethanol / 0.5 h / Heating |
|
Reference:
[1]Campiani, Giuseppe; Morelli, Elena; Gemma, Sandra; Nacci, Vito; Butini, Stefania; Hamon, Michel; Novellino, Ettore; Greco, Giovanni; Cagnotto, Alfredo; Goegan, Mara; Cervo, Luigi; Valle, Fabio Dalla; Fracasso, Claudia; Caccia, Silvio; Mennini, Tiziana
[Journal of Medicinal Chemistry, 1999, vol. 42, # 21, p. 4362 - 4379]
- 4
-
[ 251649-40-8 ]
-
[ 251649-49-7 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: 98 percent / K2CO3 / dimethylformamide / 60 °C
2: 87 percent / tin(II) chloride dihydrate / ethanol / 0.5 h / Heating
3: 79 percent / toluene / 0.5 h / Heating |
|
Reference:
[1]Campiani, Giuseppe; Morelli, Elena; Gemma, Sandra; Nacci, Vito; Butini, Stefania; Hamon, Michel; Novellino, Ettore; Greco, Giovanni; Cagnotto, Alfredo; Goegan, Mara; Cervo, Luigi; Valle, Fabio Dalla; Fracasso, Claudia; Caccia, Silvio; Mennini, Tiziana
[Journal of Medicinal Chemistry, 1999, vol. 42, # 21, p. 4362 - 4379]
- 5
-
[ 251649-40-8 ]
-
[ 251649-57-7 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: 98 percent / K2CO3 / dimethylformamide / 60 °C
2: 87 percent / tin(II) chloride dihydrate / ethanol / 0.5 h / Heating
3: 79 percent / toluene / 0.5 h / Heating
4: 79 percent / POCl3 / N,N-dimethyl-aniline / 5 h / Heating |
|
Reference:
[1]Campiani, Giuseppe; Morelli, Elena; Gemma, Sandra; Nacci, Vito; Butini, Stefania; Hamon, Michel; Novellino, Ettore; Greco, Giovanni; Cagnotto, Alfredo; Goegan, Mara; Cervo, Luigi; Valle, Fabio Dalla; Fracasso, Claudia; Caccia, Silvio; Mennini, Tiziana
[Journal of Medicinal Chemistry, 1999, vol. 42, # 21, p. 4362 - 4379]
- 6
-
[ 251649-40-8 ]
-
4-(4-methyl-piperazin-1-yl)-pyrrolo[1,2-<i>a</i>]quinoxalin-7-ol
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 6 steps
1: 98 percent / K2CO3 / dimethylformamide / 60 °C
2: 87 percent / tin(II) chloride dihydrate / ethanol / 0.5 h / Heating
3: 79 percent / toluene / 0.5 h / Heating
4: 79 percent / POCl3 / N,N-dimethyl-aniline / 5 h / Heating
5: 84 percent / 6 h / 130 °C
6: 78 percent / H2 / 10 percent Pd/C / 760 Torr |
|
Reference:
[1]Campiani, Giuseppe; Morelli, Elena; Gemma, Sandra; Nacci, Vito; Butini, Stefania; Hamon, Michel; Novellino, Ettore; Greco, Giovanni; Cagnotto, Alfredo; Goegan, Mara; Cervo, Luigi; Valle, Fabio Dalla; Fracasso, Claudia; Caccia, Silvio; Mennini, Tiziana
[Journal of Medicinal Chemistry, 1999, vol. 42, # 21, p. 4362 - 4379]
- 7
-
[ 251649-40-8 ]
-
[ 251649-71-5 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 5 steps
1: 98 percent / K2CO3 / dimethylformamide / 60 °C
2: 87 percent / tin(II) chloride dihydrate / ethanol / 0.5 h / Heating
3: 79 percent / toluene / 0.5 h / Heating
4: 79 percent / POCl3 / N,N-dimethyl-aniline / 5 h / Heating
5: 84 percent / 6 h / 130 °C |
|
Reference:
[1]Campiani, Giuseppe; Morelli, Elena; Gemma, Sandra; Nacci, Vito; Butini, Stefania; Hamon, Michel; Novellino, Ettore; Greco, Giovanni; Cagnotto, Alfredo; Goegan, Mara; Cervo, Luigi; Valle, Fabio Dalla; Fracasso, Claudia; Caccia, Silvio; Mennini, Tiziana
[Journal of Medicinal Chemistry, 1999, vol. 42, # 21, p. 4362 - 4379]
- 8
-
[ 251649-40-8 ]
-
4-(4-nitrophenyl)pyrrolo[1,2-a]quinoxalin-7-ol
[ No CAS ]
-
C17H13N3O3
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C |
|
- 9
-
[ 251649-40-8 ]
-
4-(4-(dimethylamino)phenyl)pyrrolo [1,2-a]quinoxalin-7-ol
[ No CAS ]
-
C19H19N3O
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C |
|
- 10
-
[ 251649-40-8 ]
-
4-(4-hydroxyphenyl)pyrrolo[1,2-a]quinoxalin-7-ol
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2.1: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C
2.2: 24 h / 55 °C |
|
- 11
-
[ 251649-40-8 ]
-
4-(4-nitrophenyl)pyrrolo[1,2-a]quinoxalin-7-ol trifluoroacetic acid salt
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2.1: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C
2.2: 24 h / 55 °C |
|
- 12
-
[ 251649-40-8 ]
-
4-(4-(dimethylamino)phenyl)pyrrolo[1,2-a]quinoxalin-7-ol trifluoroacetic acid salt
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2.1: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C
2.2: 24 h / 55 °C |
|
- 13
-
[ 251649-40-8 ]
-
4-(pyridin-3-yl)pyrrolo[1,2-a]quinoxalin-7-ol
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2.1: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C
2.2: 24 h / 55 °C |
|
- 14
-
[ 251649-40-8 ]
-
4-(4-aminophenyl)pyrrolo[1,2-a]quinoxalin-7-ol trifluoroacetic acid salt
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2.1: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C
2.2: 24 h / 55 °C
3.1: hydrogen; palladium 10% on activated carbon / methanol / 5 h |
|
- 15
-
[ 251649-40-8 ]
-
7-(allyloxy)-4-(4-nitrophenyl)pyrrolo[1,2-a]quinoxaline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2.1: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C
2.2: 24 h / 55 °C
3.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C / Microwave irradiation; Inert atmosphere |
|
- 16
-
[ 251649-40-8 ]
-
4-(7-propoxypyrrolo[1,2-a]quinoxalin-4-yl)aniline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2.1: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C
2.2: 24 h / 55 °C
3.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C / Microwave irradiation; Inert atmosphere
4.1: hydrogen; palladium 10% on activated carbon / methanol |
|
- 17
-
[ 251649-40-8 ]
-
4-(7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl)aniline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2.1: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C
2.2: 24 h / 55 °C
3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 60 °C / Microwave irradiation; Inert atmosphere
4.1: hydrogen; palladium 10% on activated carbon / methanol |
|
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 21 h / 100 - 120 °C
4: 5%-palladium/activated carbon; hydrogen / methanol / 1.33 h / 20 °C / 750.08 Torr |
|
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 21 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 5.3 h / Reflux
5: 5%-palladium/activated carbon; hydrogen / methanol / 1.33 h / 20 °C / 750.08 Torr |
|
Reference:
[1]Lv, Wei; Budke, Brian; Pawlowski, Michal; Connell, Philip P.; Kozikowski, Alan P.
[Journal of Medicinal Chemistry, 2016, vol. 59, # 10, p. 4511 - 4525]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[3]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 18
-
[ 251649-40-8 ]
-
2-((4-(4-(dimethylamino)phenyl)pyrrolo[1,2-a]quinoxalin-7-yl)-oxy)-2-methylpropanamide trifluoroacetate
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2.1: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C
2.2: 24 h / 55 °C
3.1: sodium hydroxide / N,N-dimethyl acetamide / 1 h / 20 °C
3.2: 3 h / 50 °C |
|
- 19
-
[ 251649-40-8 ]
-
3-amino-4-(1H-pyrrol-1-yl)phenol
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
37% |
With palladium 10% on activated carbon; hydrogen In methanol for 5h; |
|
- 20
-
[ 251649-40-8 ]
-
7-(2-fluoroethoxy)-4-(4-nitrophenyl)pyrrolo[1,2-a]quinoxaline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 5 h
2.1: 1,2,3-Benzotriazole; aluminum (III) chloride / tetrahydrofuran / 20 °C
2.2: 24 h / 55 °C
3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 60 °C / Microwave irradiation; Inert atmosphere |
|
|
Multi-step reaction with 3 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 21 h / 100 - 120 °C |
|
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 21 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 5.3 h / Reflux |
|
Reference:
[1]Lv, Wei; Budke, Brian; Pawlowski, Michal; Connell, Philip P.; Kozikowski, Alan P.
[Journal of Medicinal Chemistry, 2016, vol. 59, # 10, p. 4511 - 4525]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[3]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 21
-
[ 696-59-3 ]
-
[ 610-81-1 ]
-
[ 251649-40-8 ]
Yield | Reaction Conditions | Operation in experiment |
84% |
With acetic acid for 3h; Inert atmosphere; Reflux; |
|
59% |
With acetic acid for 3h; Reflux; |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Lv, Wei; Budke, Brian; Pawlowski, Michal; Connell, Philip P.; Kozikowski, Alan P.
[Journal of Medicinal Chemistry, 2016, vol. 59, # 10, p. 4511 - 4525]
- 22
-
[ 353-83-3 ]
-
[ 251649-40-8 ]
-
1-[2-nitro-4-(2,2,2-trifluoroethoxy)phenyl]pyrrole
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 5.2h; |
|
- 23
-
[ 251649-40-8 ]
-
4-(4-bromophenyl)-7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxaline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C |
|
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 18 h / 20 °C / Reflux |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 24
-
[ 251649-40-8 ]
-
C19H16BrFN2O
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C |
|
- 25
-
[ 251649-40-8 ]
-
1-[4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]phenyl]pyrrolidin-2-one
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: potassium carbonate; copper(l) iodide; hexamethylenetetramine / N,N-dimethyl-formamide / 15.5 h / 140 °C / Inert atmosphere |
|
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 18 h / 20 °C / Reflux
5: potassium carbonate; copper(l) iodide; hexamethylenetetramine / N,N-dimethyl-formamide / 15.5 h / 140 °C / Inert atmosphere |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 26
-
[ 251649-40-8 ]
-
1-[4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]phenyl]pyrazole
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: potassium carbonate; copper(l) iodide; hexamethylenetetramine / N,N-dimethyl-formamide / 15.5 h / 140 °C / Inert atmosphere |
|
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 18 h / 20 °C / Reflux
5: potassium carbonate; copper(l) iodide; hexamethylenetetramine / N,N-dimethyl-formamide / 15.5 h / 140 °C / Inert atmosphere |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 27
-
[ 251649-40-8 ]
-
1-[4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]phenyl]imidazole
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: potassium carbonate; copper(l) iodide; hexamethylenetetramine / N,N-dimethyl-formamide / 14 h / 140 °C / Inert atmosphere |
|
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 18 h / 20 °C / Reflux
5: potassium carbonate; copper(l) iodide; hexamethylenetetramine / N,N-dimethyl-formamide / 14 h / 140 °C / Inert atmosphere |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 28
-
[ 251649-40-8 ]
-
4-[4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]phenyl]morpholine
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; palladium diacetate / toluene / 5.3 h / Inert atmosphere |
|
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 18 h / 20 °C / Reflux
5: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; palladium diacetate / toluene / 5.3 h / Inert atmosphere |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 29
-
[ 251649-40-8 ]
-
2-[[4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]phenyl]amino]ethanol
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: copper(l) iodide; <i>L</i>-proline; potassium phosphate / dimethyl sulfoxide / 27.5 h / 90 °C / Inert atmosphere |
|
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 18 h / 20 °C / Reflux
5: copper(l) iodide; <i>L</i>-proline; potassium phosphate / dimethyl sulfoxide / 27.5 h / 90 °C / Inert atmosphere |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 30
-
[ 251649-40-8 ]
-
2-[4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]phenoxy]ethanol
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: copper(l) iodide; 8-quinolinol; potassium phosphate / 48 h / 110 °C / Inert atmosphere |
|
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 18 h / 20 °C / Reflux
5: copper(l) iodide; 8-quinolinol; potassium phosphate / 48 h / 110 °C / Inert atmosphere |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 31
-
[ 251649-40-8 ]
-
4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]phenylacetonitrile
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc(II) fluoride; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 39.5 h / 100 °C / Inert atmosphere |
|
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 18 h / 20 °C / Reflux
5: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc(II) fluoride; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 39.5 h / 100 °C / Inert atmosphere |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 32
-
[ 251649-40-8 ]
-
2-[4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]phenyl]ethylamine
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc(II) fluoride; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 39.5 h / 100 °C / Inert atmosphere
5: borane-THF / tetrahydrofuran / 5 h / 20 °C |
|
|
Multi-step reaction with 6 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 3.7 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 18 h / 20 °C / Reflux
5: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc(II) fluoride; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 39.5 h / 100 °C / Inert atmosphere
6: borane-THF / tetrahydrofuran / 5 h / 20 °C |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 33
-
[ 251649-40-8 ]
-
5-(2,2,2-trifluoroethoxy)-2-(1-pyrrolyl)aniline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.2 h / 100 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 6.5 h / 20 °C
2.2: 5 h / 20 °C / 750.08 Torr
2.3: 3.5 h / 20 °C / 750.08 Torr |
|
- 34
-
[ 251649-40-8 ]
-
7-(2,2,2-trifluoroethoxy)-4-(4-nitrophenyl)pyrrolo[1,2-a]quinoxaline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.2 h / 100 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 6.5 h / 20 °C
2.2: 5 h / 20 °C / 750.08 Torr
2.3: 3.5 h / 20 °C / 750.08 Torr
3.1: montmorillonite KSF; air / toluene / 16.5 h / Reflux |
|
|
Multi-step reaction with 3 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.2 h / 100 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 6.5 h / 20 °C
2.2: 5 h / 20 °C
3.1: montmorillonite KSF; air / toluene / 16.5 h / Reflux |
|
|
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.2 h / 100 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 6.5 h / 20 °C
2.2: 5 h / 20 °C / 750.08 Torr
2.3: 3.5 h / 20 °C / 750.08 Torr
3.1: montmorillonite KSF; air / toluene / 16.5 h / Reflux
4.1: manganese(IV) oxide / chloroform / 5 h / Reflux |
|
|
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.2 h / 100 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 6.5 h / 20 °C
2.2: 5 h / 20 °C
3.1: montmorillonite KSF; air / toluene / 16.5 h / Reflux
4.1: manganese(IV) oxide / chloroform / 5 h / Reflux |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[3]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[4]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 35
-
[ 251649-40-8 ]
-
C19H14F3N3O3
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.2 h / 100 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 6.5 h / 20 °C
2.2: 5 h / 20 °C / 750.08 Torr
2.3: 3.5 h / 20 °C / 750.08 Torr
3.1: montmorillonite KSF; air / toluene / 16.5 h / Reflux |
|
|
Multi-step reaction with 3 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.2 h / 100 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 6.5 h / 20 °C
2.2: 5 h / 20 °C
3.1: montmorillonite KSF; air / toluene / 16.5 h / Reflux |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 36
-
[ 251649-40-8 ]
-
4-[7-(2,2,2-trifluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]aniline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.2 h / 100 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 6.5 h / 20 °C
2.2: 5 h / 20 °C / 750.08 Torr
2.3: 3.5 h / 20 °C / 750.08 Torr
3.1: montmorillonite KSF; air / toluene / 16.5 h / Reflux
4.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C |
|
|
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.2 h / 100 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 6.5 h / 20 °C
2.2: 5 h / 20 °C
3.1: montmorillonite KSF; air / toluene / 16.5 h / Reflux
4.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C |
|
|
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.2 h / 100 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 6.5 h / 20 °C
2.2: 5 h / 20 °C / 750.08 Torr
2.3: 3.5 h / 20 °C / 750.08 Torr
3.1: montmorillonite KSF; air / toluene / 16.5 h / Reflux
4.1: manganese(IV) oxide / chloroform / 5 h / Reflux
5.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C |
|
|
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.2 h / 100 °C
2.1: 5%-palladium/activated carbon; hydrogen / methanol / 6.5 h / 20 °C
2.2: 5 h / 20 °C
3.1: montmorillonite KSF; air / toluene / 16.5 h / Reflux
4.1: manganese(IV) oxide / chloroform / 5 h / Reflux
5.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[3]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[4]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 37
-
[ 251649-40-8 ]
-
5-(2-fluoroethoxy)-2-(1-pyrrolyl)aniline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr |
|
- 38
-
[ 251649-40-8 ]
-
C19H16FN3O3
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 21 h / 100 - 120 °C |
|
- 39
-
[ 251649-40-8 ]
-
N,N-diethyl-4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]aniline
[ No CAS ]
-
N-ethyl-4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]aniline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 5 steps
1.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3.1: montmorillonite KSF; air / 21 h / 100 - 120 °C
4.1: 5%-palladium/activated carbon; hydrogen / methanol / 1.33 h / 20 °C / 750.08 Torr
5.1: sodium sulfate / dichloromethane / 0.25 h / 20 °C
5.2: 3.7 h / 20 °C |
|
|
Multi-step reaction with 6 steps
1.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3.1: montmorillonite KSF; air / 21 h / 100 - 120 °C
4.1: manganese(IV) oxide / chloroform / 5.3 h / Reflux
5.1: 5%-palladium/activated carbon; hydrogen / methanol / 1.33 h / 20 °C / 750.08 Torr
6.1: sodium sulfate / dichloromethane / 0.25 h / 20 °C
6.2: 3.7 h / 20 °C |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 40
-
[ 251649-40-8 ]
-
N-tert-butyl-4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]aniline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 21 h / 100 - 120 °C
4: 5%-palladium/activated carbon; hydrogen / methanol / 1.33 h / 20 °C / 750.08 Torr
5: copper(II) bis(trifluoromethanesulfonate) / nitromethane / 3 h / 20 °C / Inert atmosphere |
|
|
Multi-step reaction with 6 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 21 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 5.3 h / Reflux
5: 5%-palladium/activated carbon; hydrogen / methanol / 1.33 h / 20 °C / 750.08 Torr
6: copper(II) bis(trifluoromethanesulfonate) / nitromethane / 3 h / 20 °C / Inert atmosphere |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 41
-
[ 251649-40-8 ]
-
N-Benzyl-4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]aniline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 21 h / 100 - 120 °C
4: 5%-palladium/activated carbon; hydrogen / methanol / 1.33 h / 20 °C / 750.08 Torr
5: sodium tris(acetoxy)borohydride / dichloromethane / 8.5 h / 20 °C |
|
|
Multi-step reaction with 6 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite KSF; air / 21 h / 100 - 120 °C
4: manganese(IV) oxide / chloroform / 5.3 h / Reflux
5: 5%-palladium/activated carbon; hydrogen / methanol / 1.33 h / 20 °C / 750.08 Torr
6: sodium tris(acetoxy)borohydride / dichloromethane / 8.5 h / 20 °C |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 42
-
[ 251649-40-8 ]
-
N-[4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]phenyl]acetamide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite K10; air / toluene / 22 h / Dean-Stark; Reflux |
|
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite K10; air / toluene / 22 h / Dean-Stark; Reflux
4: manganese(IV) oxide / chloroform / 5 h / Reflux |
|
Reference:
[1]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
[2]Budke, Brian; Tueckmantel, Werner; Miles, Kelsey; Kozikowski, Alan P.; Connell, Philip P.
[ChemMedChem, 2019, vol. 14, # 10, p. 1031 - 1040]
- 43
-
[ 251649-40-8 ]
-
C21H20FN3O2
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: montmorillonite K10; air / toluene / 22 h / Dean-Stark; Reflux |
|
- 44
-
[ 251649-40-8 ]
-
7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4(5H)-one
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: chlorobenzene / 22 h / Inert atmosphere; Reflux |
|
- 45
-
[ 251649-40-8 ]
-
4-chloro-7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxaline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: chlorobenzene / 22 h / Inert atmosphere; Reflux
4: trichlorophosphate / 21.5 h / Molecular sieve; Reflux |
|
- 46
-
[ 251649-40-8 ]
-
4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]benzamide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: chlorobenzene / 22 h / Inert atmosphere; Reflux
4: trichlorophosphate / 21.5 h / Molecular sieve; Reflux
5: tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine tetrafluoroborate; potassium phosphate / water; 1,4-dioxane / 18 h / 99 °C / Inert atmosphere |
|
- 47
-
[ 251649-40-8 ]
-
N-[4-[7-(2-fluoroethoxy)pyrrolo[1,2-a]quinoxalin-4-yl]benzyl]acetamide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: chlorobenzene / 22 h / Inert atmosphere; Reflux
4: trichlorophosphate / 21.5 h / Molecular sieve; Reflux
5: tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine tetrafluoroborate; potassium phosphate / water; 1,4-dioxane / 18 h / 99 °C / Inert atmosphere |
|
- 48
-
[ 251649-40-8 ]
-
C28H31FN4O3
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 5 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: chlorobenzene / 22 h / Inert atmosphere; Reflux
4: trichlorophosphate / 21.5 h / Molecular sieve; Reflux
5: tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine tetrafluoroborate; potassium phosphate / water; 1,4-dioxane / 19 h / 99 °C / Inert atmosphere |
|
- 49
-
[ 251649-40-8 ]
-
C23H23FN4O
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 6 steps
1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 22 h / 0 - 20 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr
3: chlorobenzene / 22 h / Inert atmosphere; Reflux
4: trichlorophosphate / 21.5 h / Molecular sieve; Reflux
5: tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine tetrafluoroborate; potassium phosphate / water; 1,4-dioxane / 19 h / 99 °C / Inert atmosphere
6: trifluoroacetic acid / dichloromethane / 5 h / 20 °C |
|
- 50
-
[ 371-62-0 ]
-
[ 251649-40-8 ]
-
1-[4-(2-fluoroethoxy)-2-nitrophenyl]pyrrole
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
88% |
With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine In toluene at 0 - 20℃; for 22h; Inert atmosphere; |
|