2,4-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

Name: 2,4-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 936250-17-8
Cat. No. CS-0173749
Purity≥97%
MDL No.MFCD06795654

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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+
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2,4-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine|CS-0173749

Structure of 936250-17-8

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General Information

CAS No. 936250-17-8
Cat. No. CS-0173749
Purity ≥97%
MDL No. MFCD06795654
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉BN₂O₄
Molecular Weight 266.10
Synonym(s) 2,4-Dimethoxypyrimidine-5-boronic acid pinacol ester
SMILES CC1(C)C(C)(C)OB(C2=CN=C(OC)N=C2OC)O1

Description

This boronate-functional pyrimidine integrates seamlessly into Suzuki-Miyaura cross-coupling reactions under standard conditions. The dimethoxy substituents enhance solubility and stability, while the tetramethyl-dioxaborolane group enables efficient palladium-catalyzed bond formation. Designed for synthetic efficiency in complex molecule assembly.

Application

2,4-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyrimidine core provides a stable heterocyclic scaffold with predictable reactivity, while the tetramethylboronate group enables efficient coupling under mild conditions. Its bench-stable nature and tolerance to diverse functional groups facilitate reliable synthesis of complex molecular architectures in medicinal chemistry and materials science workflows.

Synthesis

Route1
- In-stock
  
  56686-16-9
- 25015-63-8
- ~%
- In-stock
  
  936250-17-8
References
- US6680401 B1, ; Page column 61 ;
Route2
- In-stock
  
  56686-16-9
- In-stock
  
  73183-34-3
- ~%
- In-stock
  
  936250-17-8
References
- US2010/311760 A1, ; Page/Page column 49-50 ;

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 62.7
LogP 0.793
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2,4-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

CAS No. 936250-17-8

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