2-Bromo-3-methoxy-6-methylpyridine Chemical Properties

Boiling point:

244.0±35.0 °C(Predicted)

Density 

1.452±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

-0.21±0.10(Predicted)

Appearance

Off-white to yellow Solid

InChI

InChI=1S/C7H8BrNO/c1-5-3-4-6(10-2)7(8)9-5/h3-4H,1-2H3

InChIKey

OUJFCUIDDZMCCW-UHFFFAOYSA-N

SMILES

C1(Br)=NC(C)=CC=C1OC

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-37/39

HS Code 

29333990

2-Bromo-3-methoxy-6-methylpyridine Usage And Synthesis

Chemical Properties

White solid

Synthesis

General procedure for the synthesis of 2-bromo-3-methoxy-6-methylpyridine from 2-bromo-3-hydroxy-6-methylpyridine and iodomethane: 2-bromo-3-hydroxy-6-methylpyridine (7.89 g, 42.0 mmol), potassium carbonate (11.60 g, 83.9 mmol), and iodomethane (8.93 g, 62.9 mmol, 3.92 mL) were mixed in acetone (100 mL) in acetone was stirred. The reaction mixture was heated to reflux overnight. Upon completion of the reaction, the mixture was filtered, the solvent was evaporated and purified by silica gel column chromatography (eluent: hexane/ethyl acetate, 95:5 to 9:1) to afford the target product 2-bromo-3-methoxy-6-methylpyridine as a white solid (7.49 g, 88.3% yield).1H NMR (500 MHz, CDCl3): δ 2.46 (s, 3H), 3.87 (s, 3H), 3.87 (s, 3H). 3.87 (s, 3H), 7.04 (d, J = 8.0 Hz, 1H), 7.10 (d, J = 8.0 Hz, 1H).

References

[1] Tetrahedron Letters, 1995, vol. 36, # 30, p. 5319 - 5322
[2] Journal of Organic Chemistry, 1996, vol. 61, # 14, p. 4623 - 4633
[3] Patent: US2003/83357, 2003, A1
[4] Patent: US6515003, 2003, B1
[5] Patent: EP3255042, 2017, A2. Location in patent: Paragraph 0122; 0124

2-Bromo-3-methoxy-6-methylpyridine(24207-22-5)Related Product Information

• 6-Bromo-5-methoxypicolinic acid
• 2-Bromo-3-methoxy-6-methylpyridine
• 3-BROMO-2-METHOXY-6-METHYLPYRIDINE
• 5-BROMO-2-METHOXY-3-METHYLPYRIDINE
• 5-BROMO-2-METHOXY-4-METHYLPYRIDINE,5-BROMO-2-METHOXY-4-METHYLPYRIDINE, 96+%
• 3-BROMO-6-METHOXY-2-METHYLPYRIDINE,5-Bromo-2-Methoxy-6-Methylpyridine
• (6-bromo-5-methoxy-2-pyridinyl)methanol
• 2-bromo-6-(bromomethyl)-3-pyridinyl methyl ether
• 2-BROMO-6-METHYL-3-PYRIDINYL ETHYL ETHER
• 5-BROMO-N-METHOXY-N-METHYLPYRIDINE-3-CARBOXAMIDE
• 6-BROMO-N-METHOXY-N-METHYLPYRIDINE-2-CARBOXAMIDE
• 3-BROMO-2-METHOXY-4-METHYLPYRIDINE
• 6-BROMO-N-METHOXY-N-METHYLPYRIDINE-3-CARBOXAMIDE
• 3-BROMO-2-METHOXY-5-METHYLPYRIDINE
• 6-bromo-5-[(3-methylbenzyl)oxy]-2-pyridinecarboxylic acid
• methyl 5-(allyloxy)-6-bromo-2-pyridinecarboxylate
• N-benzyl-6-bromo-5-[(3-methylbenzyl)oxy]-2-pyridinecarboxamide
• methyl 6-bromo-5-[(3-methylbenzyl)oxy]-2-pyridinecarboxylate