2-Morpholinopyrimidin-5-ylboronic acid

Name: 2-Morpholinopyrimidin-5-ylboronic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 870521-33-8
Cat. No. CS-W018736
Purity≥97%
MDL No.MFCD07375148

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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-Morpholinopyrimidin-5-ylboronic acid|CS-W018736

Structure of 870521-33-8

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General Information

CAS No. 870521-33-8
Cat. No. CS-W018736
Purity ≥97%
MDL No. MFCD07375148
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₂BN₃O₃
Molecular Weight 209.01
Synonym(s) (2-morpholin-4-ylpyrimidin-5-yl)boronic acid
SMILES OB(O)C1=CN=C(N=C1)N1CCOCC1

Description

2-Morpholinopyrimidin-5-ylboronic acid features a boronate moiety integrated into a morpholinopyrimidine scaffold, enabling direct coupling in Suzuki-Miyaura reactions. The electron-rich pyrimidine ring enhances reactivity, while the morpholino group improves solubility and stability under standard conditions. This compound serves as a key building block for heterocyclic libraries in medicinal chemistry.

Application

2-Morpholinopyrimidin-5-ylboronic acid serves as a versatile building block for constructing biologically relevant pyrimidine scaffolds via Suzuki-Miyaura cross-coupling. Its morpholine substituent enhances solubility and modulates electronic properties, while the boronic acid group enables reliable coupling with aryl and heteroaryl halides under mild conditions. The compound exhibits good bench stability and is compatible with a range of functional groups, facilitating efficient access to diversified libraries for medicinal chemistry applications.

Synthesis

Route1
- 110-91-8
- In-stock
  
  1003845-06-4
- ~70%
- In-stock
  
  870521-33-8
References
- WO2014/9295 A1, ; Page/Page column 128; 129 ;
Route2
- In-stock
  
  84539-22-0
- ~%
- In-stock
  
  870521-33-8
References
- Journal of Medicinal Chemistry, , vol. 53, # 1 p. 77 - 105

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 78.71
LogP -2.007
H_Acceptors 6
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Morpholinopyrimidin-5-ylboronic acid

CAS No. 870521-33-8

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