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253870-02-9

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Basic Information
CAS No.: 253870-02-9
Name: 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
Article Data: 38
Molecular Structure:
Molecular Structure of 253870-02-9 (5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid)
Formula: C8H9NO3
Molecular Weight: 167.164
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-;
EINECS: 607-716-8
Density: 1.343 g/cm3
Melting Point: 283°C(lit.)
Boiling Point: 374.873 °C at 760 mmHg
Flash Point: 180.517 °C
Solubility: Slightly soluble in water.
Appearance: Yellow crystal powder
Hazard Symbols: IrritantXi
PSA: 70.16000
LogP: 1.14220
Related products
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
ConditionsYield
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

B

5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidene-methyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic Acid

5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidene-methyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic Acid

Conditions
ConditionsYield
With potassium hydroxide In methanol; waterA 93%
B n/a
With potassium hydroxide In methanol; waterA 93%
B n/a
With potassium hydroxide In methanol; waterA 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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide99%
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;
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    5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid CAS:253870-02-9

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    Product name: 5-Formyl-2,4-Dimethyl-1H-Pyrrole-3-Carboxylic Acid CAS No.: 253870-02-9 Molecule Formula：C8H9NO3 Molecule Weight：167.16 Purity: 99.0% Package: 25kg/drum Description：White powder Manufacture Standards：Enterprise Standard

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Chemistry


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

Uses

 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (CAS NO.253870-02-9) is used as the intermediate of Sunitinib.

Safety Profile

Hazard Codes of 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (CAS NO.253870-02-9): IrritantXi

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.