N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With water | 100% |
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
N,N-diethylethylenediamine
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 59h; | 86.3% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide | 84% |
Stage #1: 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: N,N-diethylethylenediamine With triethylamine In N,N-dimethyl-formamide at 20℃; | 80% |
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
N,N-diethylhydrazine
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 59h; | 86.3% |
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
benzotriazol-1-ol
N,N-diethylethylenediamine
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With sodium hydroxide; triethylamine In N-methyl-acetamide; methanol; dichloromethane; water; ethyl acetate; toluene | 43% |
With sodium hydroxide; triethylamine In N-methyl-acetamide; methanol; dichloromethane; water; ethyl acetate; toluene | 43% |
With sodium hydroxide; triethylamine In N-methyl-acetamide; methanol; dichloromethane; water; ethyl acetate; toluene | 43% |
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tetrahydrofuran / 45 °C 2: imidazole / carbon dioxide / tetrahydrofuran / 45 °C 3: 100 percent / H2O View Scheme |
4-(imidazole-1-carbonyl)-3,5-dimethyl-1H-pyrrole-2-carbaldehyde
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: imidazole / carbon dioxide / tetrahydrofuran / 45 °C 2: 100 percent / H2O View Scheme |
ethyl (5-formyl-2,4-dimethyl-1H-pyrrole)-3-carboxylate
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 90 percent / aq. KOH / methanol / 3 h / Heating 2: 50 percent / EDC; HOBt; Et3N / dimethylformamide / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium hydroxide; water / methanol / 4 - 6 h / 60 - 70 °C 2.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 0.5 h 2.2: 16 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 2 steps 1: water; potassium hydroxide / methanol / 3 h / Reflux 2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 12 h / 20 °C View Scheme |
2-tert-butyl 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 81 percent / TFA / -5 - 20 °C 2: 90 percent / aq. KOH / methanol / 3 h / Heating 3: 50 percent / EDC; HOBt; Et3N / dimethylformamide / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: hydrogenchloride / isopropyl alcohol / 25 - 50 °C 2.1: trichlorophosphate / 2 - 3 h / 0 - 50 °C 2.2: 25 - 30 °C / pH 12 - 13 3.1: potassium hydroxide; water / methanol / 4 - 6 h / 60 - 70 °C 4.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 0.5 h 4.2: 16 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 4 steps 1: hydrogenchloride; water / ethanol / 3 h / 70 °C 2: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux 3: water; potassium hydroxide / methanol / 3 h / Reflux 4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 12 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: hydrogenchloride / ethanol; water / 1 h / 60 °C 2: trichlorophosphate / dichloromethane / 2 h / Reflux 3: potassium hydroxide / methanol; water / 4 h / Reflux 4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide View Scheme |
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
N,N-diethylethylenediamine
B
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
A 6.19g (78%) B n/a |
2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: trichlorophosphate / 2 - 3 h / 0 - 50 °C 1.2: 25 - 30 °C / pH 12 - 13 2.1: potassium hydroxide; water / methanol / 4 - 6 h / 60 - 70 °C 3.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 0.5 h 3.2: 16 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 3 steps 1: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux 2: water; potassium hydroxide / methanol / 3 h / Reflux 3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 12 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: trichlorophosphate / dichloromethane / 1.5 h / Reflux 1.2: 0.5 h / Reflux 2.1: sodium hydroxide; water / methanol / 4.5 h / 82 - 83 °C / Inert atmosphere 3.1: dicyclohexyl-carbodiimide; dmap / dichloromethane; N,N-dimethyl-formamide / 59 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: trichlorophosphate / dichloromethane / 2 h / Reflux 2: potassium hydroxide / methanol; water / 4 h / Reflux 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide View Scheme | |
Multi-step reaction with 3 steps 1.1: trichlorophosphate / dichloromethane / 0.5 h / 0 °C 1.2: 1.5 h / Reflux 2.1: sodium hydroxide / water; methanol / 4.5 h / Reflux; Inert atmosphere 3.1: dicyclohexyl-carbodiimide; dmap / dichloromethane; N,N-dimethyl-formamide / 59 h / 0 - 20 °C View Scheme |
diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: water; potassium hydroxide / ethanol / 10 h / 50 - 60 °C 2.1: Inert atmosphere 3.1: trichlorophosphate / dichloromethane / 1.5 h / Reflux 3.2: 0.5 h / Reflux 4.1: sodium hydroxide; water / methanol / 4.5 h / 82 - 83 °C / Inert atmosphere 5.1: dicyclohexyl-carbodiimide; dmap / dichloromethane; N,N-dimethyl-formamide / 59 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: potassium hydroxide / ethanol; water / 10 h / 50 °C 2.1: 0.08 h / 200 °C / Inert atmosphere 3.1: trichlorophosphate / dichloromethane / 0.5 h / 0 °C 3.2: 1.5 h / Reflux 4.1: sodium hydroxide / water; methanol / 4.5 h / Reflux; Inert atmosphere 5.1: dicyclohexyl-carbodiimide; dmap / dichloromethane; N,N-dimethyl-formamide / 59 h / 0 - 20 °C View Scheme |
3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 4-ethyl ester
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: Inert atmosphere 2.1: trichlorophosphate / dichloromethane / 1.5 h / Reflux 2.2: 0.5 h / Reflux 3.1: sodium hydroxide; water / methanol / 4.5 h / 82 - 83 °C / Inert atmosphere 4.1: dicyclohexyl-carbodiimide; dmap / dichloromethane; N,N-dimethyl-formamide / 59 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: 0.08 h / 200 °C / Inert atmosphere 2.1: trichlorophosphate / dichloromethane / 0.5 h / 0 °C 2.2: 1.5 h / Reflux 3.1: sodium hydroxide / water; methanol / 4.5 h / Reflux; Inert atmosphere 4.1: dicyclohexyl-carbodiimide; dmap / dichloromethane; N,N-dimethyl-formamide / 59 h / 0 - 20 °C View Scheme |
N,N-dimethyl-formamide
N-(2-(diethylamino)ethyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-formamide With oxalyl dichloride In dichloromethane at 0 - 10℃; for 2.5h; Inert atmosphere; Stage #2: N-[2-(diethylamino)ethyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide In dichloromethane at 30℃; |
tert-butyl 4-[[[2-(diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sulfuric acid / water; methanol / 3.5 h / 60 - 65 °C 2.1: oxalyl dichloride / dichloromethane / 2.5 h / 0 - 10 °C / Inert atmosphere 2.2: 30 °C View Scheme |
N,N-diethylethylenediamine
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: dichloromethane / 0.5 h / 0 - 20 °C 2.1: zinc / methanol; acetic acid / 65 - 70 °C 3.1: sulfuric acid / water; methanol / 3.5 h / 60 - 65 °C 4.1: oxalyl dichloride / dichloromethane / 2.5 h / 0 - 10 °C / Inert atmosphere 4.2: 30 °C View Scheme |
N-(2-(diethylamino)ethyl)-3-oxobutanamide
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: zinc / methanol; acetic acid / 65 - 70 °C 2.1: sulfuric acid / water; methanol / 3.5 h / 60 - 65 °C 3.1: oxalyl dichloride / dichloromethane / 2.5 h / 0 - 10 °C / Inert atmosphere 3.2: 30 °C View Scheme |
5-fluoroindol-2(3H)-one
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
sunitinib
Conditions | Yield |
---|---|
With piperidine In toluene for 3h; Solvent; Reagent/catalyst; Knoevenagel Condensation; Reflux; | 97.3% |
With piperidine In toluene for 3h; Reagent/catalyst; Solvent; Reflux; | 97.3% |
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 3.5h; Aldol Condensation; Darkness; Inert atmosphere; | 94% |
5-bromo-2-indolin-2-one
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With piperidine In ethanol at 90℃; for 6h; Knoevenagel condensation; | 96% |
0.09 g (26%) | |
0.09 g (26%) | |
With piperidine In ethanol at 80℃; for 1h; | 368 mg |
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Stage #1: C43H37Br2NP2 With n-butyllithium In tetrahydrofuran at -75℃; for 0.5h; Stage #2: N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide In tetrahydrofuran for 2h; | 91% |
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With 1,3-bis-(2,4,6-trimethylphenyl)-4,5-dihydro-3H-imidazol-1-ium bromide; water-d2; potassium carbonate In dichloromethane at 80℃; for 12h; | 88% |
(S)-Malic acid
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
L-(-)-malic acid of 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide
Conditions | Yield |
---|---|
In dichloromethane at 25 - 30℃; | 86% |
In butan-1-ol at 57℃; |
5-fluoroindol-2(3H)-one
(S)-Malic acid
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Stage #1: 5-fluoroindol-2(3H)-one; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide With pyrrolidine In ethanol for 1.5h; Reflux; Stage #2: (S)-Malic acid In ethanol Product distribution / selectivity; | 84% |
di-tert-butyl dicarbonate
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Stage #1: N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide With dmap In dichloromethane at 20℃; for 0.166667h; Stage #2: di-tert-butyl dicarbonate In dichloromethane at 20℃; for 50h; | 84% |
5-fluoroindol-2(3H)-one
(S)-Malic acid
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
sunitinib malate
Conditions | Yield |
---|---|
With pyrrolidine In ethanol at 78℃; for 3h; | 80% |
With pyrrolidine In ethanol at 78℃; for 3h; | 80% |
Stage #1: (S)-Malic acid; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide In butan-1-ol at 48℃; Stage #2: 5-fluoroindol-2(3H)-one With pyrrolidine In butan-1-ol at 94℃; Product distribution / selectivity; | 71.2% |
Stage #1: 5-fluoroindol-2(3H)-one; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide In ethanol at 8 - 10℃; Reflux; Stage #2: (S)-Malic acid In ethanol for 4 - 6h; Product distribution / selectivity; Reflux; | 71% |
Stage #1: (S)-Malic acid; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide In tetrahydrofuran for 4 - 6h; Stage #2: 5-fluoroindol-2(3H)-one In tetrahydrofuran for 4 - 6h; Product distribution / selectivity; Reflux; |
5-fluoroindol-2(3H)-one
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
sunitinib malate
Conditions | Yield |
---|---|
In methanol; acetonitrile at 25 - 30℃; for 3h; | 80% |
5-fluoroindol-2(3H)-one
(S)-Malic acid
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
Stage #1: 5-fluoroindol-2(3H)-one; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide With pyrrolidine In ethanol at 78℃; for 1.5h; Stage #2: (S)-Malic acid In ethanol at 78℃; for 1h; | 80% |
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
C14H24N3O5S(1-)*Na(1+)
Conditions | Yield |
---|---|
With sodium hydrogensulfite In ethanol; water at 10 - 20℃; | 79% |
piperidine
4-(3-methoxy-phenyl)-1,3-dihydro-indol-2-one
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
In ethanol | 78% |
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With piperidine In ethanol for 20h; Knoevenagel Condensation; Reflux; | 77% |
5-iodo-1,3-dihydro-indol-2-one
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
N-[2-(diethylamino)ethyl]-5-[(Z)-(5-iodo-1,2-dihydro-2-oxo-3H-indole-3-ylidine)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With piperidine In ethanol at 90℃; for 5h; Knoevenagel condensation; | 76% |
5-fluoroindol-2(3H)-one
acetic acid
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
sunitinib acetate
Conditions | Yield |
---|---|
Stage #1: 5-fluoroindol-2(3H)-one; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide With pyrrolidine In butan-1-ol at 20℃; Reflux; Stage #2: acetic acid In butan-1-ol Reflux; | 75.3% |
5-fluoroindol-2(3H)-one
L-malic acid ; ammonium-L malate
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
sunitinib malate
Conditions | Yield |
---|---|
In methanol; acetonitrile at 25 - 30℃; for 3h; | 75% |
5-fluoroindol-2(3H)-one
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
sunitinib malate
Conditions | Yield |
---|---|
In methanol; acetonitrile at 25 - 30℃; for 3h; | 75% |
6-chloro-2-oxindole
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With pyrrolidine In ethanol for 3h; Reflux; | 74% |
5-fluoroindol-2(3H)-one
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
sunitinib malate
Conditions | Yield |
---|---|
In methanol; acetonitrile at 25 - 30℃; for 3h; | 72.5% |
piperidine
4-(4-methoxy-phenyl)-1,3-dihydro-indol-2-one
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
In ethanol | 72% |
5-fluoroindol-2(3H)-one
2-(N,N-diethylamino)ethyl ammonium L-malate
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
sunitinib malate
Conditions | Yield |
---|---|
In methanol; acetonitrile at 25 - 30℃; for 3h; | 72% |
piperidine
4-(4-fluoro-phenyl)-1,3-dihydro-indol-2-one
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
In ethanol | 70% |
(S)-Malic acid
5-fluoro-1-(trimethylsilyl)-2-(trimethylsilyloxy)-1H-indole
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
sunitinib malate
Conditions | Yield |
---|---|
Stage #1: 5-fluoro-1-(trimethylsilyl)-2-(trimethylsilyloxy)-1H-indole; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide; trimethylsilyl trifluoromethanesulfonate In acetonitrile for 13h; Reflux; Stage #2: (S)-Malic acid In methanol; acetonitrile at 20℃; for 22h; | 70% |
Stage #1: 5-fluoro-1-(trimethylsilyl)-2-(trimethylsilyloxy)-1H-indole; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 13h; Reflux; Stage #2: (S)-Malic acid In methanol for 24h; | |
Stage #1: 5-fluoro-1-(trimethylsilyl)-2-(trimethylsilyloxy)-1H-indole; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 9.5h; Reflux; Stage #2: (S)-Malic acid In methanol for 24h; |
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With pyrrolidine In ethanol for 3h; Reflux; | 68% |
piperidine
4-(3-bromo-phenyl)-1,3-dihydro-indol-2-one
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
In ethanol | A 67% B n/a |
5-azaindolin-2-one
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
(Z)-N-(2-(diethylamino)ethyl)-2,4-dimethyl-5-((2-oxo-1H-pyrrolo[3,2-c]pyridin-3(2H)-ylidene)methyl)-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With piperidine In methanol for 5h; Reflux; | 62% |
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Conditions | Yield |
---|---|
With pyrrolidine In ethanol for 3h; Reflux; | 62% |
The systematic name of N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide is N-[2-(diethylamino)ethyl]-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide. With the CAS registry number 356068-86-5, it is also named as 1H-Pyrrole-3-carboxamide, N-[2-(diethylamino)ethyl]-5-formyl-2,4-dimethyl-. In addition, its molecular formula is C14H23N3O2 and molecular weight is 265.35.
The other characteristics of N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide can be summarized as: (1)ACD/LogP: 1.61; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1.06; (7)#H bond acceptors: 5; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 7; (10)Polar Surface Area: 65.2 Å2; (11)Index of Refraction: 1.554; (12)Molar Refractivity: 77.59 cm3; (13)Molar Volume: 242.1 cm3; (14)Polarizability: 30.76×10-24cm3; (15)Surface Tension: 44.4 dyne/cm; (16)Density: 1.096 g/cm3; (17)Flash Point: 189.6 °C; (18)Enthalpy of Vaporization: 63.93 kJ/mol; (19)Boiling Point: 389.9 °C at 760 mmHg; (20)Vapour Pressure: 2.75E-06 mmHg at 25 °C.
People can use the following data to convert to the molecule structure.
(1)SMILES: Cc1c(C(=O)NCCN(CC)CC)c(C)nc1C=O
(2)InChI: InChI=1/C14H23N3O2/c1-5-17(6-2)8-7-15-14(19)13-10(3)12(9-18)16-11(13)4/h9,16H,5-8H2,1-4H3,(H,15,19)
(3)InChIKey: BRZYBFNUINXZMJ-UHFFFAOYAD
(4)Std. InChI: InChI=1S/C14H23N3O2/c1-5-17(6-2)8-7-15-14(19)13-10(3)12(9-18)16-11(13)4/h9,16H,5-8H2,1-4H3,(H,15,19)
(5)Std. InChIKey: BRZYBFNUINXZMJ-UHFFFAOYSA-N
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