4-Chloro-2-methoxypyrimidine

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

CAS No. 51421-99-9
Cat. No. CS-W019670
Purity≥96%
MDL No.MFCD09025734

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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 51421-99-9

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General Information

CAS No. 51421-99-9
Cat. No. CS-W019670
Purity ≥96%
MDL No. MFCD09025734
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-2-methoxy- (9CI)
SMILES COC1=NC=CC(Cl)=N1

Description

4-Chloro-2-methoxypyrimidine features a pyrimidine core with complementary electrophilic and nucleophilic handles, enabling direct functionalization at C4 and C2 positions. This bench-stable heterocycle integrates readily into synthetic sequences requiring selective substitution or serves as a key scaffold in medicinal chemistry campaigns targeting kinase inhibitors and antiviral agents.

Application

4-Chloro-2-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 functionality offers orthogonal reactivity and enhanced solubility. The compound exhibits excellent bench stability and is compatible with standard coupling protocols, making it ideal for synthesizing API candidates and functionalized heterocycles in high-throughput workflows.

Synthesis

Route1
- In-stock
  
  3289-47-2
- ~86%
- In-stock
  
  51421-99-9
References
- Xu, Chunyan; Cheng, Chuanjie; Liu, Hongtao; Liu, Bo Letters in Organic Chemistry, 2011 , vol. 8, # 8 p. 545 - 548
Route2
- 3934-20-1
- 124-41-4
- ~0%
- In-stock
  
  22536-63-6
- In-stock
  
  51421-99-9
References
- Katritzky, Alan R.; Baykut, Gokhan; Rachwal, Stanislaw; Szafran, Miroslaw; Caster, Kenneth C.; Eyler, John Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1989 , p. 1499 - 1506
Route3
- In-stock
  
  3289-47-2
- ~8%
- In-stock
  
  51421-99-9
- In-stock
  
  25902-86-7
References
- Xu, Chunyan; Cheng, Chuanjie; Liu, Hongtao; Liu, Bo Letters in Organic Chemistry, 2011 , vol. 8, # 8 p. 545 - 548

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 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-2-methoxypyrimidine

CAS No. 51421-99-9

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