2-Chloro-4-(chloromethyl)pyrimidine

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

CAS No. 944902-31-2
Cat. No. CS-0040378
Purity≥95%
MDL No.MFCD10697076

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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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2-Chloro-4-(chloromethyl)pyrimidine|CS-0040378

Structure of 944902-31-2

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General Information

CAS No. 944902-31-2
Cat. No. CS-0040378
Purity ≥95%
MDL No. MFCD10697076
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄Cl₂N₂
Molecular Weight 163.00
Synonym(s) 2-chloro-4-pyrimidinylmethyl chloride
SMILES ClCC1=NC(Cl)=NC=C1

Description

2-Chloro-4-(chloromethyl)pyrimidine features a chloromethyl group at the 4-position, enabling direct functionalization in synthetic workflows. The molecule combines electrophilic reactivity with structural stability, facilitating efficient coupling reactions in medicinal chemistry and materials synthesis.

Application

2-Chloro-4-(chloromethyl)pyrimidine serves as a versatile bifunctional building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. The chloromethyl group facilitates nucleophilic substitution reactions, while the 2-chloro substituent supports palladium-catalyzed cross-coupling processes. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for modular synthesis of API candidates and heterocyclic intermediates.

Synthesis

Route1
- In-stock
  
  34953-87-2
- ~75%
- In-stock
  
  944902-31-2
References
- GENZYME CORPORATION; BOURQUE, Elyse; CABRERA-SALAZAR, Mario, A.; CELATKA, Cassandra; CHENG, Seng, H.; HIRTH, Bradford; GOOD, Andrew; JANCSICS, Katherine; MARSHALL, John; METZ, Markus; SCHEULE, Ronald, K.; SKERLJ, Renato; XIANG, Yibin; ZHAO, Zhong; LEONARD, John; NATOLI, Thomas; MAKINO, Elina; HUSSON, Herve; BESKROVNAYA, Oxana Patent: WO2014/43068 A1, 2014 ; Location in patent: Page/Page column 224; 225 ;
Route2
- In-stock
  
  13036-57-2
- ~39%
- In-stock
  
  944902-31-2
References
- Guo, Hongyan; Kim, Choung U.; Kim, Hae Soo; Lee, Chong-Kyo; Lee, Ill Young; Mitchell, Michael L.; Son, Jong Chan; Xu, Lianhong Patent: US2008/70920 A1, 2008 ; Location in patent: Page/Page column 41-42 ;

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 1.8688
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Chloro-4-(chloromethyl)pyrimidine

CAS No. 944902-31-2

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