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inquiry1,1-diamino-2-nitroethene
3-Dimethylamino-1-phenyl-2-propen-1-on
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
With acetic acid In ethanol for 4h; Heating; | 80% |
2-amino-6-chloro-3-nitropyridine
phenylboronic acid
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
Stage #1: 2-amino-6-chloro-3-nitropyridine; phenylboronic acid With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate In water; toluene for 0.333333h; Inert atmosphere; Stage #2: With tris-(dibenzylideneacetone)dipalladium(0) In water; toluene Inert atmosphere; Reflux; | 75% |
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water; toluene at 90℃; for 12h; | 53% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 80 - 85℃; for 12h; Inert atmosphere; |
3-Dimethylamino-1-phenyl-2-propen-1-on
1,1-di(methylsulfanyl)-2-nitroethylene
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
With ammonium acetate In ethanol for 6h; Heating; | 65% |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 16h; Heating; | 60% |
6-bromo-3-nitro-pyridin-2-ylamine
phenylboronic acid
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; ethanol; water at 100℃; for 0.5h; Inert atmosphere; Microwave irradiation; | 56% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; ethanol; water at 100℃; for 0.5h; Inert atmosphere; Microwave irradiation; | 0.280 g |
(E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one
1,1-diamino-2-nitroethene
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
With acetic acid In ethanol Heating; |
2,6-dicholoro-3-nitropyridine
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: ammonia / ethanol / 3 h / 0 °C 2.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate / water; toluene / 0.33 h / Inert atmosphere 2.2: Inert atmosphere; Reflux View Scheme |
2-amino-3-nitro-6-phenylpyridine
2,3-Diamino-6-phenylpyridin
Conditions | Yield |
---|---|
Stage #1: 2-amino-3-nitro-6-phenylpyridine With hydrogenchloride; iron In methanol; water at 20 - 80℃; for 1h; Stage #2: With sodium hydroxide In methanol; water at 0℃; | 99% |
With hydrogen; palladium on activated charcoal In ethyl acetate under 2625.2 Torr; for 1.5h; Ambient temperature; | 96% |
tert-butyl N-(4-bromobenzyl)carbamate
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran for 17h; Inert atmosphere; | 92% |
tert-butyl (1-(4-bromophenyl)cyclobutyl)carbamate
2-amino-3-nitro-6-phenylpyridine
tert-butyl (1-(4-((3-nitro-6-phenylpyridin-2-yl)amino)phenyl)cyclobutyl)carbamate
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran at 70℃; Inert atmosphere; | 75% |
2-amino-3-nitro-6-phenylpyridine
3-nitro-6-phenylpyridin-2(1H)-one
Conditions | Yield |
---|---|
With tert.-butylnitrite In tetrahydrofuran; water at 40℃; for 14h; Inert atmosphere; | 73.8% |
2-amino-3-nitro-6-phenylpyridine
2-chloro-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite Ambient temperature; | 45% |
With hydrogenchloride; sodium nitrite Ambient temperature; | 45% |
With tert.-butylnitrite; copper(l) chloride In acetonitrile Heating; Inert atmosphere; | 33% |
Multi-step reaction with 2 steps 1: tert.-butylnitrite / water; tetrahydrofuran / 14 h / 40 °C / Inert atmosphere 2: trichlorophosphate / acetonitrile / 70 - 80 °C / Inert atmosphere View Scheme |
7-(4-(tert-butoxycarbonyl)-piperazin-1-yl)quinoline-3-carboxylic acid
2-amino-3-nitro-6-phenylpyridine
C30H30N6O5
Conditions | Yield |
---|---|
With pyridine; trichlorophosphate at 0 - 20℃; | 41% |
2-amino-3-nitro-6-phenylpyridine
1-(3-ethylamino-6-phenyl-2-pyridyl)piperazine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 45 percent / NaNO2, aq. HCl / Ambient temperature 2: 95 percent / K2CO3 / acetonitrile / 48 h / Ambient temperature 3: 87 percent / H2 / 10percent Pd/C / ethyl acetate / 6 h / 2700.2 Torr 4: 77 percent / NaCNBH3 / methanol / 48 h / Ambient temperature 5: 87 percent / aq. NaOH / ethane-1,2-diol / 150 °C View Scheme |
2-amino-3-nitro-6-phenylpyridine
ethyl 4-(3-amino-6-phenyl-2-pyridyl)-1-piperazinocarboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 45 percent / NaNO2, aq. HCl / Ambient temperature 2: 95 percent / K2CO3 / acetonitrile / 48 h / Ambient temperature 3: 87 percent / H2 / 10percent Pd/C / ethyl acetate / 6 h / 2700.2 Torr View Scheme |
2-amino-3-nitro-6-phenylpyridine
ethyl 4-(3-ethylamino-6-phenyl-2-pyridyl)-1-piperazinocarboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 45 percent / NaNO2, aq. HCl / Ambient temperature 2: 95 percent / K2CO3 / acetonitrile / 48 h / Ambient temperature 3: 87 percent / H2 / 10percent Pd/C / ethyl acetate / 6 h / 2700.2 Torr 4: 77 percent / NaCNBH3 / methanol / 48 h / Ambient temperature View Scheme |
2-amino-3-nitro-6-phenylpyridine
ethyl 4-(3-nitro-6-phenyl-2-pyridyl)-1-piperazinocarboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 45 percent / NaNO2, aq. HCl / Ambient temperature 2: 95 percent / K2CO3 / acetonitrile / 48 h / Ambient temperature View Scheme |
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 45 percent / NaNO2, aq. HCl / Ambient temperature 2: 95 percent / K2CO3 / acetonitrile / 48 h / Ambient temperature 3: 87 percent / H2 / 10percent Pd/C / ethyl acetate / 6 h / 2700.2 Torr 4: 77 percent / NaCNBH3 / methanol / 48 h / Ambient temperature 5: 87 percent / aq. NaOH / ethane-1,2-diol / 150 °C 6: 62 percent / CDI / tetrahydrofuran / 20 h / Ambient temperature View Scheme |
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 45 percent / aq. HCl, NaNO2 / Ambient temperature 2: 12 percent / dimethylformamide / 4 h / Heating View Scheme |
2-amino-3-nitro-6-phenylpyridine
2-<2-Methoxy-4-(methylthio)phenyl>-5-phenylimidazo-1H-<4,5-b>pyridin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 96 percent / H2 / 10percent Pd/C / ethyl acetate / 1.5 h / 2625.2 Torr / Ambient temperature 2: 55 percent / POCl3 / a) r.t., 15 min, 2) reflux, 5 h View Scheme |
2-amino-3-nitro-6-phenylpyridine
(+/-)-2-<2-Methoxy-4-(methylsulfinyl)phenyl>-5-phenylimidazo-1H-<4,5-b>pyridin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 96 percent / H2 / 10percent Pd/C / ethyl acetate / 1.5 h / 2625.2 Torr / Ambient temperature 2: 55 percent / POCl3 / a) r.t., 15 min, 2) reflux, 5 h 3: 69 percent / 30percent H2O2 / acetic acid / 24 h / Ambient temperature View Scheme |
2-amino-3-nitro-6-phenylpyridine
tert-butyl(1-(4-((3-amino-6-phenylpyridin-2-yl)amino)phenyl)cyclobutyl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr View Scheme | |
Multi-step reaction with 3 steps 1: copper(l) chloride; tert.-butylnitrite / acetonitrile / Heating; Inert atmosphere 2: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C 3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr View Scheme | |
Multi-step reaction with 4 steps 1: tert.-butylnitrite / water; tetrahydrofuran / 14 h / 40 °C / Inert atmosphere 2: trichlorophosphate / acetonitrile / 70 - 80 °C / Inert atmosphere 3: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C 4: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr View Scheme |
2-amino-3-nitro-6-phenylpyridine
tert-butyl (1-(4-((3-nitro-6-phenylpyridin-2-yl)amino)phenyl)cyclobutyl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper(l) chloride; tert.-butylnitrite / acetonitrile / Heating; Inert atmosphere 2: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C View Scheme | |
Multi-step reaction with 3 steps 1: tert.-butylnitrite / water; tetrahydrofuran / 14 h / 40 °C / Inert atmosphere 2: trichlorophosphate / acetonitrile / 70 - 80 °C / Inert atmosphere 3: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C View Scheme |
2-amino-3-nitro-6-phenylpyridine
tert-butyl (1-(4-(2-(2-aminopyridin-3-yl)-5-phenyl-3H-imidazo[4,5-b]pyridin-3-yl)phenyl)cyclobutyl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr 3: acetic acid / methanol / 45 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: copper(l) chloride; tert.-butylnitrite / acetonitrile / Heating; Inert atmosphere 2: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C 3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr 4: acetic acid / methanol / 45 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: tert.-butylnitrite / water; tetrahydrofuran / 14 h / 40 °C / Inert atmosphere 2: trichlorophosphate / acetonitrile / 70 - 80 °C / Inert atmosphere 3: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C 4: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr 5: acetic acid / methanol / 45 h / 20 °C View Scheme |
2-amino-3-nitro-6-phenylpyridine
A
tert-butyl (1-(4-(2-(2-aminopyridin-3-yl)-5-phenyl-3H-imidazo[4,5-b]pyridin-3-yl)phenyl)cyclobutyl)carbamate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr 3: acetic acid / methanol / 21 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: copper(l) chloride; tert.-butylnitrite / acetonitrile / Heating; Inert atmosphere 2: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C 3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr 4: acetic acid / methanol / 21 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: tert.-butylnitrite / water; tetrahydrofuran / 14 h / 40 °C / Inert atmosphere 2: trichlorophosphate / acetonitrile / 70 - 80 °C / Inert atmosphere 3: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C 4: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr 5: acetic acid / methanol / 21 h / 20 °C View Scheme |
2-amino-3-nitro-6-phenylpyridine
3-(3-(4-(1-aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr 3: acetic acid / methanol / 21 h / 20 °C 4: methanesulfonic acid / 2 h / 29 °C / Large scale View Scheme | |
Multi-step reaction with 4 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr 3: acetic acid / methanol / 45 h / 20 °C 4: methanesulfonic acid / 2 h / 29 °C / Large scale View Scheme | |
Multi-step reaction with 5 steps 1: copper(l) chloride; tert.-butylnitrite / acetonitrile / Heating; Inert atmosphere 2: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C 3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr 4: acetic acid / methanol / 21 h / 20 °C 5: methanesulfonic acid / 2 h / 29 °C / Large scale View Scheme |
2-(4-acetylpiperazin-1-yl)acetic acid
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
Stage #1: 2-(4-acetylpiperazin-1-yl)acetic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 2-amino-3-nitro-6-phenylpyridine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; | 150 mg |
Conditions | Yield |
---|---|
Stage #1: C8H11N3O2 With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 1h; Cooling with ice; Stage #2: 2-amino-3-nitro-6-phenylpyridine With sodium hydride In dichloromethane; N,N-dimethyl-formamide; mineral oil at 20℃; for 2h; | 80 mg |
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: pyridine; trichlorophosphate / dichloromethane / 16 h / 0 - 20 °C 2.1: ammonium chloride / water; ethanol / 0.25 h / Reflux 2.2: 2 h / Reflux View Scheme |
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: pyridine; trichlorophosphate / dichloromethane / 16 h / 0 - 20 °C 2.1: ammonium chloride / water; ethanol / 0.25 h / Reflux 2.2: 2 h / Reflux 3.1: acetic acid / 1 h / 60 °C View Scheme |
1-(tert-butoxycarbonyl)-3-fluoropiperidine-3-carboxylic acid
2-amino-3-nitro-6-phenylpyridine
Conditions | Yield |
---|---|
With pyridine; trichlorophosphate In dichloromethane at 0 - 20℃; for 16h; | 0.6 g |
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