| Identification | Back Directory | [Name]
5-BROMO-2-CHLORO-3-METHOXYPYRIDINE | [CAS]
286947-03-3 | [Synonyms]
5-BROMO-2-CHLORO-3-METHOXYPYRIDINE
2-CHLORO-3-METHOXY-5-BROMOPYRIDINE
Pyridine, 5-bromo-2-chloro-3-methoxy- | [Molecular Formula]
C6H5BrClNO | [MDL Number]
MFCD08234976 | [MOL File]
286947-03-3.mol | [Molecular Weight]
222.47 |
| Chemical Properties | Back Directory | [Melting point ]
68-72°C | [Boiling point ]
245.6±35.0 °C(Predicted) | [density ]
1.650±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
solid | [pka]
-3.02±0.10(Predicted) | [color ]
White to off-white | [InChI]
InChI=1S/C6H5BrClNO/c1-10-5-2-4(7)3-9-6(5)8/h2-3H,1H3 | [InChIKey]
GFJMOZYIDADKLJ-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=C(Br)C=C1OC |
| Hazard Information | Back Directory | [Synthesis]
Step 3: Synthesis of 5-bromo-2-chloro-3-methoxypyridine
5-Bromo-2-chloro-3-hydroxypyridine (1.88 g, 9 mmol), iodomethane (1.42 g, 10 mmol) and potassium carbonate (K2CO3, 2.76 g, 20 mmol) were dissolved in acetonitrile. The reaction mixture was stirred at 80 °C for 4 hours. After completion of the reaction, the solvent was removed by evaporation and the residue was dissolved in dichloromethane (CH2Cl2). The resulting solution was washed with water and the organic phase was dried over anhydrous sodium sulfate and concentrated. Finally, the target product 5-bromo-2-chloro-3-methoxypyridine (1.62 g, 81% yield) was purified by silica gel column chromatography. Mass spectrum (ESI) m/z: 223.9 [M + 1]. | [References]
[1] Patent: EP2952510, 2015, A1. Location in patent: Paragraph 0148
[2] Patent: US2002/19388, 2002, A1
[3] Journal of Medicinal Chemistry, 2007, vol. 50, # 15, p. 3627 - 3644
[4] Patent: EP1147112, 2003, B1. Location in patent: Page/Page column 35
[5] Patent: US2003/225268, 2003, A1. Location in patent: Page 31-32 |
|
|