2-Chloro-5-methoxypyrimidine

Name: 2-Chloro-5-methoxypyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 22536-65-8
Cat. No. CS-W003550
Purity≥96%
MDL No.MFCD08702770

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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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Structure of 22536-65-8

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General Information

CAS No. 22536-65-8
Cat. No. CS-W003550
Purity ≥96%
MDL No. MFCD08702770
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅ClN₂O
Molecular Weight None
Synonym(s) Pyrimidine, 2-chloro-5-methoxy- (8CI,9CI)
SMILES COC(C=N1)=CN=C1Cl

Description

2-Chloro-5-methoxypyrimidine features a reactive chlorine atom at the 2-position paired with a methoxy group at the 5-position, enabling selective functionalization in heterocyclic synthesis. This electron-deficient pyrimidine scaffold supports efficient coupling reactions under mild conditions, delivering key intermediates for pharmaceuticals and agrochemicals.

Application

2-Chloro-5-methoxypyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its chloro group facilitates nucleophilic substitution reactions with amines, thiols, and other heteroatoms, while the methoxy substituent enhances solubility and modulates electronic properties. This compound exhibits good bench stability and is compatible with standard coupling protocols, making it well-suited for parallel synthesis campaigns and scale-up applications.

Synthesis

Route1
- In-stock
  
  19646-07-2
- ~56%
- In-stock
  
  22536-65-8
References
- SENEXIS LIMITED; HORWELL, David Christopher; SCOPES, David Ian Carter Patent: WO2011/144578 A1, 2011 ; Location in patent: Page/Page column 27 ;
Route2
- 6623-81-0
- ~%
- In-stock
  
  22536-65-8
References
- WO2011/144577 A1, ; WO 2011/144577 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-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 35.01
LogP 1.1386
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Chloro-5-methoxypyrimidine

CAS No. 22536-65-8

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