4-Chloro-2,6-dimethylpyrimidine

Name: 4-Chloro-2,6-dimethylpyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 4472-45-1
Cat. No. CS-W002556
Purity≥98%
MDL No.MFCD00234197

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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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4-Chloro-2,6-dimethylpyrimidine|CS-W002556

Structure of 4472-45-1

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General Information

CAS No. 4472-45-1
Cat. No. CS-W002556
Purity ≥98%
MDL No. MFCD00234197
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇ClN₂
Molecular Weight 142.59
Synonym(s) pyrimidine, 4-chloro-2,6-dimethyl-
SMILES Cc1cc(Cl)nc(n1)C

Description

4-Chloro-2,6-dimethylpyrimidine is a bench-stable, electron-deficient pyrimidine derivative featuring two methyl groups that enhance regioselectivity in nucleophilic substitution. This scaffold integrates readily into pharmaceutical intermediates and agrochemicals, offering high functional group tolerance under standard conditions.

Application

4-Chloro-2,6-dimethylpyrimidine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of pyrimidine-based scaffolds. Its electrophilic chlorine at C4 facilitates nucleophilic substitution reactions under mild conditions, while the methyl groups at C2 and C6 enhance solubility and metabolic stability. The compound exhibits excellent bench stability, compatibility with diverse functional groups, and ease of purification—key advantages for iterative synthesis and scale-up applications.

Synthesis

Route1
- In-stock
  
  6622-92-0
- ~71%
- In-stock
  
  4472-45-1
References
- Sugimoto, Osamu; Mori, Miho; Moriya, Keisuke; Tanji, Ken-Ichi Helvetica Chimica Acta, 2001 , vol. 84, # 5 p. 1112 - 1118
Route2
- 1780-26-3
- ~%
- In-stock
  
  4472-45-1
References
- TAISHO PHARMACEUTICAL CO., LTD.; Arena Pharmaceuticals, Inc Patent: WO2005/95357 A2, 2005 ; Location in patent: Page/Page column 167; 168 ; WO 2005/095357 A2
Route3
- In-stock
  
  930-62-1
- 67-66-3
- ~%
- In-stock
  
  4472-45-1
- In-stock
  
  95-89-6
- In-stock
  
  75712-74-2
- 75712-73-1
References
- Busby, Reginald E.; Khan, Mohammad A.; Khan, Mohammad R.; Parrick, John; Shaw, C. J. Granville; Iqbal, Mohammad Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1427 - 1430

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

Quality Control

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Computational Chemistry Data

TPSA 25.78
LogP 1.74684
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Chloro-2,6-dimethylpyrimidine

CAS No. 4472-45-1

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