| Identification | Back Directory | [Name]
Pyridine, 5-(bromomethyl)-2-chloro- (9CI) | [CAS]
182924-36-3 | [Synonyms]
5-bromomethyl-2-chloropyridin
5-BROMOMETHYL-2-CHLOROPYRIDINE
6-Chloro-3-bromomethylpyridine
Pyridine, 5-(bromomethyl)-2-chloro-
Pyridine, 5-(bromomethyl)-2-chloro- (9CI)
5-(bromomethyl)-2-chloropyridine hydrochloride
5-[methylene- 14C1] (bromomethyl)-2-chloropyridine
Pyridine, 5-(bromomethyl)-2-chloro- (9CI) ISO 9001：2015 REACH | [Molecular Formula]
C6H5BrClN | [MDL Number]
MFCD07368893 | [MOL File]
182924-36-3.mol | [Molecular Weight]
206.47 |
| Chemical Properties | Back Directory | [Melting point ]
48-50°C | [Boiling point ]
262.5±25.0 °C(Predicted) | [density ]
1.663±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
-0.89±0.10(Predicted) | [color ]
Pale Yellow | [InChI]
InChI=1S/C6H5BrClN/c7-3-5-1-2-6(8)9-4-5/h1-2,4H,3H2 | [InChIKey]
YJOULMMJZAADRY-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=C(CBr)C=C1 |
| Hazard Information | Back Directory | [Uses]
5-Bromomethyl-2-chloropyridine is a reagent used in the preparation of gonadotropin-releasing hormone receptor antagonist using uracil scaffold. | [Synthesis]
The general procedure for the synthesis of 5-bromomethyl-2-chloropyridine using 2-chloro-5-methylpyrimidine as starting material was as follows: synthetic embodiment 25, N-[1-((2-chloropyrimidin-5-yl)methyl)pyridin-2(1H)-ylidene]-2,2,2-trifluoroacetamide (compound 243). 2-Chloro-5-methylpyrimidine (1.04 g, 8.13 mmol) was dissolved in 30 mL of carbon tetrachloride and N-bromosuccinimide (1.73 g, 9.75 mmol) and benzoyl peroxide (20 mg) were added. The mixture was heated to reflux for 6 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature, concentrated under reduced pressure and purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 3:1) to afford 5-bromomethyl-2-chloropyridine 641 mg (38% yield).1H-NMR (CDCl3, δ, ppm): 4.42 (2H, s), 8.66 (2H, s). | [References]
[1] Patent: US2013/150414, 2013, A1. Location in patent: Paragraph 0437 |
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