- 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
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Cas Database |
| Name |
5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid |
EINECS | 607-716-8 |
| CAS No. | 253870-02-9 | Density | 1.343 g/cm3 |
| PSA | 70.16000 | LogP | 1.14220 |
| Solubility | Slightly soluble in water. | Melting Point |
283°C(lit.) |
| Formula | C8H9NO3 | Boiling Point | 374.873 °C at 760 mmHg |
| Molecular Weight | 167.164 | Flash Point | 180.517 °C |
| Transport Information | N/A | Appearance | Yellow crystal powder |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
5-Formyl-2,4-dimethylpyrrole-3-carboxylic acid;3,5-Dimethyl-2-formylpyrrole-4-carboxylic acid;1H-Pyrrole-3-carboxylicacid, 5-formyl-2,4-dimethyl-; |
Article Data | 38 |
5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid Synthetic route
- 2199-59-9
ethyl (5-formyl-2,4-dimethyl-1H-pyrrole)-3-carboxylate
- 253870-02-9
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
| Conditions | Yield |
|---|---|
| With potassium hydroxide In methanol; water Reflux; | 99% |
| With potassium hydroxide In methanol; water at 70℃; | 97% |
| With methanol; water; potassium hydroxide at 100℃; for 2h; | 94% |
- 2199-59-9
ethyl (5-formyl-2,4-dimethyl-1H-pyrrole)-3-carboxylate
A
- 253870-02-9
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
| Conditions | Yield |
|---|---|
| With potassium hydroxide In methanol; water | A 93% B n/a |
| With potassium hydroxide In methanol; water | A 93% B n/a |
| With potassium hydroxide In methanol; water | A 93% B n/a |
- 37059-18-0
benzyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate
- 253870-02-9
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; hydrogen; triethylamine In methanol; ethanol at 20℃; for 5h; | 93% |
| With palladium on activated charcoal; hydrogen; triethylamine In methanol; ethanol under 760.051 Torr; for 5h; | 93% |
- 86770-31-2
2-tert-butyl 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
- 253870-02-9
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 64 percent / TFA 2: 93 percent / aq. KOH / methanol View Scheme | |
| Multi-step reaction with 2 steps 1: 81 percent / TFA / -5 - 20 °C 2: 90 percent / aq. KOH / methanol / 3 h / Heating View Scheme | |
| Multi-step reaction with 3 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 View Scheme |
- 2199-51-1
2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester
- 253870-02-9
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 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 View Scheme | |
| Multi-step reaction with 2 steps 1: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux 2: water; potassium hydroxide / methanol / 3 h / Reflux View Scheme | |
| Multi-step reaction with 2 steps 1.1: trichlorophosphate / dichloromethane / 1.25 h / 4 °C / Reflux 1.2: 10 °C 2.1: potassium hydroxide / water / 5 h / Reflux 2.2: pH 4 View Scheme |
- 89909-48-8
3,5-dimethyl-1H-pyrrole-2, 4-dicarboxylic acid 2-tert-butyl ester 4-benzyl ester
- 253870-02-9
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: hydrogenchloride / water; ethanol / 4 h / 0 - 65 °C 2.1: trichlorophosphate / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere 2.2: 2 h / Reflux 2.3: 1 h / Reflux 3.1: palladium on activated charcoal; hydrogen; triethylamine / methanol; ethanol / 5 h / 760.05 Torr View Scheme |
- 37059-10-2
benzyl 2,4-dimethyl-1H-pyrrole-3-carboxylate
- 253870-02-9
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: trichlorophosphate / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere 1.2: 2 h / Reflux 1.3: 1 h / Reflux 2.1: palladium on activated charcoal; hydrogen; triethylamine / methanol; ethanol / 5 h / 760.05 Torr View Scheme |
- 2436-79-5
diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate
- 253870-02-9
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 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 View Scheme | |
| Multi-step reaction with 4 steps 1.1: potassium hydroxide / water; ethanol / 2.5 h / Reflux 2.1: neat (no solvent) / 1.5 h / Heating 3.1: trichlorophosphate / dichloromethane / 0.5 h / 5 °C 3.2: 1.5 h / Reflux 4.1: sodium hydroxide / water; methanol / 4 h / Reflux View Scheme | |
| Multi-step reaction with 4 steps 1: sodium hydroxide / water; ethanol / 2 h / Reflux 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 120 °C 3: trichlorophosphate / 15 - 20 °C 4: potassium hydroxide; water / methanol / 3 h / Reflux View Scheme | |
| Multi-step reaction with 4 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 View Scheme |
- 5442-91-1
3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 4-ethyl ester
- 253870-02-9
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 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 View Scheme | |
| Multi-step reaction with 3 steps 1.1: neat (no solvent) / 1.5 h / Heating 2.1: trichlorophosphate / dichloromethane / 0.5 h / 5 °C 2.2: 1.5 h / Reflux 3.1: sodium hydroxide / water; methanol / 4 h / Reflux View Scheme | |
| Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 120 °C 2: trichlorophosphate / 15 - 20 °C 3: potassium hydroxide; water / methanol / 3 h / Reflux View Scheme | |
| Multi-step reaction with 3 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 View Scheme |
- 110-91-8
morpholine
- 253870-02-9
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
- 775322-41-3
3,5-dimethyl-4-(morpholine-4-carbonyl)-1H-pyrrole-2-carbaldehyde
| Conditions | Yield |
|---|---|
| With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide | 99% |
| With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 12h; | |
| With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In water; N,N-dimethyl-formamide at 20℃; for 12h; |
5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid Chemical Properties
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IUPAC Name: 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
Molecular Formula: C8H9NO3
Molecular Weight: 167.16 g/mol
Canonical SMILES: CC1=C(NC(=C1C(=O)O)C)C=O
InChI: InChI=1S/C8H9NO3/c1-4-6(3-10)9-5(2)7(4)8(11)12/h3,9H,1-2H3,(H,11,12)
Product Categories: Pharmaceutial intermediates; Pyrrole&Pyrrolidine & Pyrroline; Intermediate of sunitinib malate
Index of Refraction: 1.625
Molar Refractivity: 44.019 cm3
Molar Volume: 124.502 cm3
Polarizability: 17.45×10-24 cm3
Surface Tension: 61.995 dyne/cm
Density: 1.343 g/cm3
Flash Point: 180.517 °C
Enthalpy of Vaporization: 65.65 kJ/mol
Boiling Point: 374.873 °C at 760 mmHg
Vapour Pressure of 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (CAS NO.253870-02-9): 0 mmHg at 25 °C
5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid Uses
5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (CAS NO.253870-02-9) is used as the intermediate of Sunitinib.
5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid Safety Profile
Hazard Codes of 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (CAS NO.253870-02-9): 
Xi
5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid Specification
5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (CAS NO.253870-02-9), its Synonyms are 3,5-Dimethyl-2-formylpyrrole-4-carboxylic acid ; 5-Formyl-2,4-dimethylpyrrole-3-carboxylic acid ; 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxy acid ; 5-Formyl-2,4-dimethyl-1h-pyrrole-3-carboxylic acid 98% . It is yellow crystal powder.
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