2-Bromo-3,4-dimethylpyridine

Name: 2-Bromo-3,4-dimethylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 33204-85-2
Cat. No. CS-0138863
Purity≥98%
MDL No.MFCD06637418

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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+
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Structure of 33204-85-2

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General Information

CAS No. 33204-85-2
Cat. No. CS-0138863
Purity ≥98%
MDL No. MFCD06637418
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrN
Molecular Weight 186.05
Synonym(s) 2-BroMo-3,4-lutidine
SMILES CC1=C(C)C(Br)=NC=C1

Description

2-Bromo-3,4-dimethylpyridine features a brominated pyridine core with two methyl groups positioned at the 3 and 4 positions, enhancing electron density and directing electrophilic substitution. This sterically accessible scaffold integrates readily into cross-coupling reactions, enabling efficient construction of complex heterocyclic architectures under standard conditions.

Application

2-Bromo-3,4-dimethylpyridine serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity profile. The bromine atom facilitates efficient C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the methyl groups enhance solubility and influence electronic properties. Bench-stable and readily purified by recrystallization, it functions as a key intermediate in the construction of substituted pyridine scaffolds relevant to pharmaceutical development.

Synthesis

Route1
- 583-58-4
- ~9%
- In-stock
  
  66533-31-1
- In-stock
  
  33204-85-2
References
- BAYER SCHERING PHARMA AKTIENGESELLSCHAFT Patent: US2010/305085 A1, 2010 ; Location in patent: Page/Page column 19 ; US 20100305085 A1

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 12.89
LogP 2.46094
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-3,4-dimethylpyridine

CAS No. 33204-85-2

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