4-Chloro-5-methoxypyrimidine

Name: 4-Chloro-5-methoxypyrimidine
Brand: ChemScene
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CAS No. 695-85-2
Cat. No. CS-W018677
Purity≥95%
MDL No.MFCD09966063

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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 695-85-2

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General Information

CAS No. 695-85-2
Cat. No. CS-W018677
Purity ≥95%
MDL No. MFCD09966063
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅ClN₂O
Molecular Weight 144.56
Synonym(s) Pyrimidine, 4-chloro-5-methoxy- (6CI,7CI,8CI,9CI)
SMILES COC1=CN=CN=C1Cl

Description

4-Chloro-5-methoxypyrimidine serves as a key heterocyclic building block in medicinal chemistry, featuring a chlorine atom at the 4-position and a methoxy group at the 5-position. This electronic configuration enables selective coupling reactions in pharmaceutical synthesis. The compound exhibits good stability under standard conditions and facilitates efficient derivatization for targeted molecular architectures.

Application

4-Chloro-5-methoxypyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. The chloro group facilitates nucleophilic substitution reactions with amines, thiols, and other heterocyclic nucleophiles, while the methoxy substituent enhances solubility and modulates electronic properties. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for modular synthesis of bioactive compounds and API intermediates.

Synthesis

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References
- Myllymaeki, Mikko J.; Kaesnaenen, Heikki; Kataja, Antti O.; Lahtela-Kakkonen, Maija; Saario, Susanna M.; Poso, Antti; Koskinen, Ari M.P. European Journal of Medicinal Chemistry, 2009 , vol. 44, # 10 p. 4179 - 4191

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 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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4-Chloro-5-methoxypyrimidine

CAS No. 695-85-2

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