Methyl 5-bromo-6-oxo-1,6-dihydropyridazine-3-carboxylate

Name: Methyl 5-bromo-6-oxo-1,6-dihydropyridazine-3-carboxylate
Brand: ChemScene
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CAS No. 1591827-38-1
Cat. No. CS-0254939
Molecule weight233.02
Purity≥95%
MDL No.MFCD29081496

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Methyl 5-bromo-6-oxo-1,6-dihydropyridazine-3-carboxylate|CS-0254939

Structure of 1591827-38-1

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General Information

CAS No. 1591827-38-1
Cat. No. CS-0254939
Purity ≥95%
MDL No. MFCD29081496
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrN₂O₃
Molecular Weight 233.02
Synonym(s) 3-Pyridazinecarboxylic acid, 5-bromo-1,6-dihydro-6-oxo-, methyl ester
SMILES O=C(C(C=C1Br)=NNC1=O)OC

Description

Methyl 5-bromo-6-oxo-1,6-dihydropyridazine-3-carboxylate features a brominated dihydropyridazinone core with orthogonal functional handles: a carbonyl at C6 and a methyl ester at C3. This electron-deficient scaffold integrates readily into heterocyclic synthesis, enabling direct access to substituted pyridazines under mild conditions. The bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the bench-stable structure supports reliable handling in synthetic workflows.

Application

Methyl 5-bromo-6-oxo-1,6-dihydropyridazine-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridazine scaffolds. The bromo and oxo groups facilitate palladium-catalyzed cross-coupling and nucleophilic substitution reactions, while the ester functionality supports further derivatization. Bench-stable and compatible with standard purification methods, it functions reliably in medicinal chemistry and process development workflows.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 72.05
LogP 0.319
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridazine compounds

Key Words

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Methyl 5-bromo-6-oxo-1,6-dihydropyridazine-3-carboxylate

CAS No. 1591827-38-1

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