(5-Bromopyrimidin-2-yl)methanol

Name: (5-Bromopyrimidin-2-yl)methanol
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 22433-12-1
Cat. No. CS-W018658
Purity≥97%
MDL No.MFCD16610245

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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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(5-Bromopyrimidin-2-yl)methanol|CS-W018658

Structure of 22433-12-1

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General Information

CAS No. 22433-12-1
Cat. No. CS-W018658
Purity ≥97%
MDL No. MFCD16610245
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂O
Molecular Weight 189.01
Synonym(s) 2-Pyrimidinemethanol, 5-bromo- (8CI,9CI)
SMILES OCC1=NC=C(Br)C=N1

Description

This boronate moiety integrates readily into cross-coupling reactions, offering high stability and compatibility with diverse reaction conditions. The para-nitro group enhances electrophilicity, enabling efficient functionalization in synthetic sequences.

Application

(5-Bromopyrimidin-2-yl)methanol serves as a versatile building block for the synthesis of pyrimidine-based pharmaceutical intermediates and functionalized heterocycles. The bromine and hydroxymethyl groups enable sequential transformations via cross-coupling, nucleophilic substitution, and oxidation reactions. Its bench-stable nature and compatibility with common protecting group strategies facilitate efficient multi-step synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  89581-38-4
- ~19%
- In-stock
  
  22433-12-1
References
- Biota Europe Ltd.; Lunniss, Christopher James; Palmer, James T.; Pitt, Gary Robert William; Davies, David; Axford, Lorraine Claire Patent: US2013/252938 A1, 2013 ; Location in patent: Paragraph 0596 ;
Route2
- 1025351-12-5
- ~77%
- In-stock
  
  22433-12-1
References
- Hasnik, Zbynek; Silhar, Peter; Hocek, Michal Synlett, 2008 , # 4 p. 543 - 546

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 46.01
LogP 0.7314
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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(5-Bromopyrimidin-2-yl)methanol

CAS No. 22433-12-1

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