Methyl 2-bromo-5-chloroisonicotinate

Name: Methyl 2-bromo-5-chloroisonicotinate
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CAS No. 1214336-33-0
Cat. No. CS-D0439
Purity≥95%
MDL No.MFCD14698101

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 2-bromo-5-chloroisonicotinate|CS-D0439

Structure of 1214336-33-0

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General Information

CAS No. 1214336-33-0
Cat. No. CS-D0439
Purity ≥95%
MDL No. MFCD14698101
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrClNO₂
Molecular Weight 250.48
Synonym(s) methyl 2-bromo-5-chloropyridine-4-carboxylate
SMILES O=C(OC)C1=C(Cl)C=NC(Br)=C1

Description

Methyl 2-bromo-5-chloroisonicotinate is a bench-stable, electron-deficient heterocyclic ester featuring orthogonal halogen handles at the 2- and 5-positions. This structural motif enables selective cross-coupling reactions in synthetic sequences, particularly in late-stage functionalization of bioactive scaffolds. The methyl ester group supports direct derivatization or hydrolysis to the corresponding acid.

Application

Methyl 2-bromo-5-chloroisonicotinate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine at the 2-position facilitates efficient Suzuki, Stille, or Negishi coupling, while the chlorine at the 5-position remains inert under standard conditions, allowing for sequential functionalization. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

TPSA 39.19
LogP 2.2841
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 2-bromo-5-chloroisonicotinate

CAS No. 1214336-33-0

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