Ethyl 1,4-dimethyl-1H-imidazole-5-carboxylate

Name: Ethyl 1,4-dimethyl-1H-imidazole-5-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 35445-32-0
Cat. No. CS-0151838
Purity≥97%
MDL No.MFCD08703647

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Ethyl 1,4-dimethyl-1H-imidazole-5-carboxylate|CS-0151838

Structure of 35445-32-0

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General Information

CAS No. 35445-32-0
Cat. No. CS-0151838
Purity ≥97%
MDL No. MFCD08703647
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₂N₂O₂
Molecular Weight 168.19
Synonym(s) 1,4-dimethyl-5-carbethoxyimidazole
SMILES CCOC(=O)C1=C(C)N=CN1C

Description

Ethyl 1,4-dimethyl-1H-imidazole-5-carboxylate is a bench-stable, moisture-tolerant heterocyclic ester featuring a sterically hindered imidazole core. This compound integrates a methyl-substituted pyrrole ring with an electron-deficient carboxylate handle, enabling direct coupling in late-stage functionalization. The ethyl ester group facilitates selective derivatization under mild conditions, offering a streamlined route to bioactive analogs.

Application

Ethyl 1,4-dimethyl-1H-imidazole-5-carboxylate serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its imidazole core supports diverse functionalization, while the ester group enables subsequent hydrolysis or coupling reactions. The molecule exhibits good bench stability and facilitates access to substituted imidazoles commonly found in bioactive scaffolds.

Synthesis

Route1
- In-stock
  
  51605-32-4
- 74-88-4
- ~36%
- In-stock
  
  35445-32-0
References
- SMITHKLINE BEECHAM CORPORATION Patent: WO2008/157273 A1, 2008 ; Location in patent: Page/Page column 86 ;
Route2
- In-stock
  
  51605-32-4
- 74-88-4
- ~%
- In-stock
  
  35445-32-0
- 74531-82-1
References
- Ohno; Adachi; Koumori; Mizukoshi; Nagasaka; Ichihara; Kato - Chemical and Pharmaceutical Bulletin, 1994 , vol. 42, # 7 p. 1463 - 1473

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 44.12
LogP 0.90522
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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Ethyl 1,4-dimethyl-1H-imidazole-5-carboxylate

CAS No. 35445-32-0

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