Pyridazine, 3-bromo- (9CI) Chemical Properties

Melting point:

73-74 °C

Boiling point:

270.0±13.0 °C(Predicted)

Density 

1.726±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

form 

solid

pka

0.99±0.10(Predicted)

color 

Yellow to reddish brown

CAS DataBase Reference

88491-61-6

Safety Information

HS Code 

2933998090

Pyridazine, 3-bromo- (9CI) Usage And Synthesis

Description

3-Bromopyridine can undergo lithiation with LDA at low temperatures in the 4-position: Heterocycles, involved in formation of the Grignard by Mg exchange with i-PrMgCl and in transmetallation of the lithiated derivative with zinc chloride followed by treatment with an electrophile as a route to 4-substituted 3-bromopyridines^1-4. 3-Bromopyridine is also used as an intermediate in the synthesis of Active Pharmaceutical Ingredients especially Abiraterone acetate (an antiandrogen medication which is used in the treatment of prostate cancer) and Zimelidine (selective serotonin reuptake inhibitor (SSRI) antidepressants)⁵.

References

1. Jennifer A. Love Dr.; John P. Morgan.;Tina M. Trnka.;Robert H. Grubbs Prof. A Practical and Highly Active Ruthenium-Based Catalyst that Effects the Cross Metathesis of Acrylonitrile. Angewandte Chemie International Edition. 2002, 41 (21), 4035-4037.
2. Wenjie Li.; Dorian P. Nelson.; Mark S. Jensen.; R. Scott Hoerrner.; Dongwei Cai.; Robert D. Larsen.; Paul J. Reider. An Improved Protocol for the Preparation of 3-Pyridyland Some Arylboronic Acids. J. Org. Chem. 2002, 57 (16), 5394-5397.
3. https://www.alfa.com/en/catalog/A12894/
4. Cai, Dongwei, R. D. Larsen, and P. J. Reider. "Effective lithiation of 3-bromopyridine: synthesis of 3-pyridine boronic acid and variously 3-substituted pyridines." Cheminform 33.38(2002):4285-4287.
5. www.jubl.com/uploads/files/48msds_msds-3-bromopyridine.pdf

Pyridazine, 3-bromo- (9CI)(88491-61-6)Related Product Information

• 3-Acetyl-2-bromopyridine
• 3-oxoisoindoline-5-carbonitrile
• Ethyl 3-bromoisoxazole-5-carboxylate
• 3-BroMopyrazine-2-carbonitrile
• 3-Ethylpyrazin-2-amine
• N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)acetamide
• 3-BROMO-THIOBENZAMIDE
• 3-Bromobenzamidine hydrochloride
• Prazosin
• 6-BROMO-3-PYRIDAZINECARBOXYLIC ACID
• 3-Bromoimidazo[1,2-a]pyrimidine
• 3-BROMO-1H-PYRROLE
• (5-BROMO-PYRIDIN-3-YL)-METHANOL
• Methyl 3-oxo-2,3-dihydro-1H-indene-4-carboxylate
• 3-BroModihydro-2H-pyran-4(3H)-one
• 3-Acetyl-2-fluoropyridine
• methyl 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate
• ETHYL ISOQUINOLINE-3-CARBOXYLATE