METHYL 5-METHYLPYRIMIDINE-2-CARBOXYLATE

Name: METHYL 5-METHYLPYRIMIDINE-2-CARBOXYLATE
Brand: ChemScene
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CAS No. 76196-80-0
Cat. No. CS-W000730
Purity≥98%
MDL No.MFCD16660966

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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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METHYL 5-METHYLPYRIMIDINE-2-CARBOXYLATE|CS-W000730

Structure of 76196-80-0

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General Information

CAS No. 76196-80-0
Cat. No. CS-W000730
Purity ≥98%
MDL No. MFCD16660966
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈N₂O₂
Molecular Weight 152.15
Synonym(s) Methyl5-methylpyrimidine-2-carboxylate
SMILES COC(=O)c1ncc(cn1)C

Description

Methyl 5-methylpyrimidine-2-carboxylate features a pyrimidine core bearing a methyl group at the 5-position and a carboxylate ester at the 2-position, offering a robust scaffold for medicinal chemistry. The electron-deficient heterocycle facilitates transition metal-catalyzed functionalization, while the methyl substituent enhances lipophilicity and metabolic stability. This compound serves as a key intermediate in synthesizing antiviral agents and kinase inhibitors, integrating readily into diverse coupling reactions under standard conditions.

Application

Methyl 5-methylpyrimidine-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine-based scaffolds prevalent in medicinal chemistry. Its methyl and ester functionalities offer orthogonal handles for selective derivatization, while the electron-deficient pyrimidine ring facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and is amenable to purification by standard chromatographic methods, making it well-suited for iterative synthetic workflows.

Synthesis

Route1
- In-stock
  
  22536-61-4
- 67-56-1
- 201230-82-2
- ~%
- In-stock
  
  76196-80-0
References
- ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory Patent: WO2013/142269 A1, 2013 ; Location in patent: Paragraph 0613; 0614; 0615 ;

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 52.08
LogP 0.57162
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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METHYL 5-METHYLPYRIMIDINE-2-CARBOXYLATE

CAS No. 76196-80-0

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