2-Pyrimidinemethanol, 5-bromo- (8CI,9CI)

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Cat Number

INT22433121

CAS Number

22433-12-1

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CAS Number

22433-12-1

Storage

2-8℃

Synonyms

(5-BroMopyriMidin-2-yl)Methanol;5-Bromo-2-(hydroxymethyl)pyrimidine;5-Bromopyrimidine-2-methanol;(5-bromopyrimidine-2-yl)methanol

Molecular Formula

C5H5BrN2O

Molecular Weight

189.01

Smiles

C1(CO)=NC=C(Br)C=N1

Appearance

Light yellow to yellow solid

Melting Point

93-94℃

Boiling Point

263.7℃

Relative Density

1.785

pKa

13.23

General Description

2-Pyrimidinemethanol, 5-bromo- is a pyrimidine derivative featuring a hydroxymethyl group at the 2-position and a bromine atom at the 5-position. This compound serves as an important electrophilic aromatic building block for the synthesis of various pyrimidine-based compounds.

Mechanism of Action

It serves as an electrophilic aryl core in synthesis. The bromine atom at the 5-position allows for various cross-coupling reactions (e.g., Suzuki or Sonogashira), while the primary alcohol group provides a site for oxidation, esterification, or further chain extension.

Application

It is a common intermediate for the synthesis of nucleoside analogs, kinase inhibitors, and other heterocyclic therapeutic agents in early-stage drug discovery.