ChemicalBook > CAS DataBase List > Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate

Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate

Product Name
Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate
CAS No.
2199-59-9
Chemical Name
Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate
Synonyms
Sunitinib Impurity 29;Sunitinib Impurity 38;3,5-Dimethyl-4-(ethoxycarbonyl)-;2,4-DIMETHYL-3-ETHOXYCARBONYL-5-FORMYLPYRROLE;Ethyl 2,4-dimethyl-5-formylpyrrole-3-carboxylate;ETHYL 3,5-DIMETHYL-2-FORMYLPYRROLE-4-CARBOXYLATE;Ethyl 5-ForMyl-2,4-diMethylpyrrole-3-carboxylate;Ethyl 5-Formyl-2,4-dimethyl-3-pyrrolecarboxylate;Ethyl5-Formyl-2,4-dimethyl-3-pyrrolecarboxylate>Ethyl5-formyl-2,4-dimethylpyrrole-3-carboxylate,95%
CBNumber
CB6172930
Molecular Formula
C10H13NO3
Formula Weight
195.22
MOL File
2199-59-9.mol
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Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate Property

Melting point:
164.0 to 168.0 °C
Boiling point:
358.4±42.0 °C(Predicted)
Density 
1.173±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
14.65±0.50(Predicted)
form 
Solid
color 
Beige
λmax
297nm(EtOH)(lit.)
InChI
InChI=1S/C10H13NO3/c1-4-14-10(13)9-6(2)8(5-12)11-7(9)3/h5,11H,4H2,1-3H3
InChIKey
GDISALBEIGGPER-UHFFFAOYSA-N
SMILES
N1C(C=O)=C(C)C(C(OCC)=O)=C1C
CAS DataBase Reference
2199-59-9(CAS DataBase Reference)
NIST Chemistry Reference
5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester(2199-59-9)
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Safety

Hazard Codes 
Xi
Hazard Note 
Irritant
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
E1051
Product name
Ethyl 5-Formyl-2,4-dimethyl-3-pyrrolecarboxylate
Purity
>98.0%(GC)
Packaging
1g
Price
$55
Updated
2025/07/31
TCI Chemical
Product number
E1051
Product name
Ethyl 5-Formyl-2,4-dimethyl-3-pyrrolecarboxylate
Purity
>98.0%(GC)
Packaging
5g
Price
$217
Updated
2025/07/31
TRC
Product number
F700240
Product name
5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylicAcidEthylEster
Packaging
50g
Price
$950
Updated
2021/12/16
Apolloscientific
Product number
OR9928
Product name
Ethyl2,4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate
Purity
98%
Packaging
1g
Price
$42
Updated
2021/12/16
SynQuest Laboratories
Product number
4H58-1-X5
Product name
Ethyl 2,4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate
Purity
97%
Packaging
1g
Price
$68
Updated
2021/12/16
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Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate Chemical Properties,Usage,Production

Chemical Properties

Brown crystals

Uses

5-ForMyl-2,4-diMethyl-1H-pyrrole-3-carboxylic Acid Ethyl Ester is used as an intermediate in the synthesis of receptor tyrosine kinase (RTK) inhibitors and their metabolites.

Synthesis

2199-51-1

2199-59-9

The general procedure for the synthesis of ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate from ethyl 2,4-dimethylpyrrole-3-carboxylate was as follows: dimethylformamide (322 g) was mixed with dichloromethane (3700 mL) and cooled to 4 °C in an ice bath, followed by the slow addition of phosphorus trichloride (684 g) under stirring. Solid ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate (670 g) was added in batches over 15 min and the maximum temperature was controlled at 18 °C during the reaction. The reaction mixture was heated to a reflux state maintained for 1 h. Subsequently, the temperature was raised to 15 °C by cooling to 10 °C and rapid addition of 1.6 L of ice water. 10N hydrochloric acid (1.6L) was added with vigorous stirring and the temperature was raised to 22°C. The reaction was allowed to stand for 30 minutes to allow the two phases to separate. The two phases were allowed to separate by standing for 30 minutes, during which time the maximum temperature reached 40°C. The pH of the aqueous phase was adjusted to 12-13 with 10N potassium hydroxide (3.8L), and the temperature was maintained at 55°C during the adjustment. After adjustment, the mixture was cooled to 10°C and stirred for 1 hour. The product was collected by vacuum filtration and washed four times with water to afford ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate (778 g, 100% yield) as a yellow solid. The product was analyzed by 1H-NMR (DMSO-d6) and mass spectrometry to confirm the structure: 1H-NMR δ 1.25 (t, 3H, CH3), 2.44,2.48 (2*s, 2*3H, 2*CH3), 4.16 (q, 2H, CH2), 9.59 (s, 1H, CHO), 12.15 (br s, 1H, NH); MS m/z 195 [M+1].

References

[1] Patent: US2003/216410, 2003, A1
[2] Patent: US2003/130280, 2003, A1
[3] Patent: US2003/100555, 2003, A1
[4] Patent: US2002/32204, 2002, A1
[5] Patent: US2002/156292, 2002, A1

Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate 2199-59-9
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
100kg
Release date
2021-11-20
Henan Aochuang Chemical Co.,Ltd.
Product
Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate 2199-59-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-29
Nanjing Fred Technology Co., Ltd
Product
Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate 2199-59-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1 ton
Release date
2023-12-20

2199-59-9, Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylateRelated Search:


  • Ethyl 2,4-dimethyl-5-formylpyrrole-3-carboxylate
  • 5-FORMYL-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXYLIC ACID ETHYL ESTER
  • 3,5-Dimethyl-4-(ethoxycarbonyl)-
  • ETHYL 5-FORMYL-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXYLATE
  • ETHYL 3,5-DIMETHYL-2-FORMYLPYRROLE-4-CARBOXYLATE
  • 2,4-DIMETHYL-3-ETHOXYCARBONYL-5-FORMYLPYRROLE
  • Ethyl 2,4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate
  • Sunitinib Impurity 29
  • 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl este
  • Ethyl 2,4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate 97%
  • 3,5-Dimethyl-4-(ethoxycarbonyl)-1H-pyrrole-2-carboxaldehyde
  • Ethyl 5-ForMyl-2,4-diMethylpyrrole-3-carboxylate
  • 3,5-Dimethyl-4-(ethoxycarbonyl)-1H-pyrrole-2-carboxaldehyde, 2,4-Dimethyl-3-(ethoxycarbonyl)-5-formyl-1H-pyrrole
  • Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester
  • Ethyl 5-Formyl-2,4-dimethyl-3-pyrrolecarboxylate
  • 1H-Pyrrole-3-carboxylic acid, 5-formyl-2,4-dimethyl-, ethyl ester
  • Ethyl2,4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate97%
  • ethyl (5-formyl-2,4-dimethyl-1H-pyrrole)-3-carboxylate, 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester, 4-ethoxycarbonyl-3,5-dimethylpyrrole-2-carboxaldehyde, 2,4-dimethyl-3-ethoxycarbonyl-5-formylpyrrole, ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate, 2,4-dimethyl-5-formyl-1Η-pyrrole-3-carboxylate, 2,4-dimethyl-3-carbethoxy pyrrole-5-carboxaldehyde
  • Ethyl5-Formyl-2,4-dimethyl-3-pyrrolecarboxylate&gt
  • Ethyl5-formyl-2,4-dimethylpyrrole-3-carboxylate,95%
  • 5-Formyl-2,4-dimethyl-3-pyrrolecarboxylic Acid Ethyl Ester
  • Sunitinib Impurity 38
  • Ethyl 2,4- dimethyl -5- aldehyde -1H- pyrrole -3- carboxylate
  • 1H-Pyrrole-3-carboxylic acid, 5-formyl-2,4-dimethyl-, ethyl ester (9CI, ACI)
  • 5-formyl-2,4-dimethyl-1H-Pyrrole-3-carboxylic acid ethyl ester (9CI ACI)
  • ETHYL?5-FORMYL-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXYLATE 99%
  • Ethyl 5-formyl-2,4-dimethyl-1H-pyrrol-3-carboxylate
  • 2199-59-9
  • 2199-95-9
  • C10H12NO3
  • Pharmaceutial intermediates
  • Sunitinib Intermediate
  • pharmacetical
  • Pyrrole&Pyrrolidine&Pyrroline
  • Intermediate of sunitinib malate