Methyl 6-chloro-2-methylpyrimidine-4-carboxylate

Name: Methyl 6-chloro-2-methylpyrimidine-4-carboxylate
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CAS No. 1112178-31-0
Cat. No. CS-0216275
Purity≥98%
MDL No.None

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Methyl 6-chloro-2-methylpyrimidine-4-carboxylate|CS-0216275

Structure of 1112178-31-0

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General Information

CAS No. 1112178-31-0
Cat. No. CS-0216275
Purity ≥98%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇ClN₂O₂
Molecular Weight 186.60
Synonym(s) 6-Chloro-2-methyl-pyrimidine-4-carboxylic acid methyl ester
SMILES CC1=NC(=CC(=N1)Cl)C(=O)OC

Description

Methyl 6-chloro-2-methylpyrimidine-4-carboxylate features a pyrimidine core with orthogonal electron-withdrawing and donating substituents, enabling selective functionalization at the C4 position. The methyl ester group supports facile derivatization, while the 6-chloro moiety facilitates cross-coupling reactions under mild conditions. This bench-stable reagent integrates efficiently into synthetic routes for bioactive heterocycles.

Application

Methyl 6-chloro-2-methylpyrimidine-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine-based scaffolds through palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its ortho-functionalized structure supports selective derivatization at C6 and C4 positions, while the methyl and ester groups provide bench stability and ease of purification. Widely employed in medicinal chemistry and agrochemical research, it functions as a key intermediate for bioactive molecule construction.

Safety Information

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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 1.22502
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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Methyl 6-chloro-2-methylpyrimidine-4-carboxylate

CAS No. 1112178-31-0

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