4-Bromo-2-pyridinemethanol Chemical Properties

Melting point:

52.0 to 56.0 °C

Boiling point:

105°C/0.5mmHg(lit.)

Density 

1.668±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to lump

pka

13.09±0.10(Predicted)

color 

White to Light yellow to Light orange

Safety Information

HS Code 

2933399990

4-Bromo-2-pyridinemethanol Usage And Synthesis

Uses

4-Bromo-2-pyridinemethanol is used as a reagent to synthesize bisphosphonate derivatives, compounds that inhibit farnesyl pyrophosphate synthase (an important enzyme in isoprenoid biosynthesis).

Synthesis

Step 1: Methyl 4-bromopyridine-2-carboxylate (990 mg, 4.58 mmol) and ethanol (250 mL) were added to a 250 mL reaction flask. Sodium borohydride (380 mg, 10 mmol) was added slowly in batches under stirring conditions. The reaction mixture was stirred at room temperature and under nitrogen protection for 18 hours. After completion of the reaction, 5 mL of acetone was added to the system and stirring was continued for 15 minutes. The reaction solution was filtered, and the filtrate was concentrated and extracted by adding ethyl acetate and water to separate the organic and aqueous phases. The organic phase was dried and concentrated to give 2-hydroxymethyl-4-bromopyridine (yellow liquid, 760 mg, 88% yield), and the crude product was used directly in the next reaction. (MS data: [M + 1] 187.9)

References

[1] Patent: WO2012/78915, 2012, A1. Location in patent: Page/Page column 95-96
[2] Patent: EP3150592, 2017, A1. Location in patent: Paragraph 0201; 0202; 0203
[3] Journal of Medicinal Chemistry, 1997, vol. 40, # 18, p. 2866 - 2875

4-Bromo-2-pyridinemethanol(131747-45-0)Related Product Information

• Chromium picolinate
• 2-(Hydroxymethyl)pyridine
• 4-Methylpyridine
• Azamethiphos
• 2,6-Lutidine
• Clopidol
• Methanol
• 2-Chloro-5-chloromethylpyridine
• 2,4,6-Collidine
• 4-Bromopyridine
• 1-Hexadecylpyridinium bromide
• Bromine
• 4-BROMOPYRIDINE-2,6-DICARBOXYLIC ACID
• 4-BROMO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
• 4-Bromopyridine-2-carboxylic acid
• 4-Bromo-pyridine-2-carboxylic acid ethyl ester
• 4-BROMO-3,5-DIMETHYL-2-HYDROXYMETHYLPYRIDINE
• 4-Bromopyridine-2,6-dimethanol