Pyridazine, 3-bromo- (9CI)

Pyridazine, 3-bromo- (9CI) Basic information
Description References
Product Name:Pyridazine, 3-bromo- (9CI)
Synonyms:Pyridazine, 3-bromo- (9CI);3-Bromopyridazine ,97%;Pyridazine, 3-broMo-;3-broMopyridazine hydrobroMide;3-bromopyridazine;Pyridazine, 3-bromo- (9CI) ISO 9001:2015 REACH;3-bromo- (9CI)
CAS:88491-61-6
MF:C4H3BrN2
MW:158.98
EINECS:
Product Categories:HALIDE
Mol File:88491-61-6.mol
Pyridazine, 3-bromo- (9CI) Structure
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
pka0.99±0.10(Predicted)
color Yellow to reddish brown
CAS DataBase Reference88491-61-6
Safety Information
HS Code 2933998090
MSDS Information
Pyridazine, 3-bromo- (9CI) Usage And Synthesis
Description3-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-bromopyridines1-4. 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) Preparation Products And Raw materials
Raw materialsEthanol-->Palladium-->Hydrazinium hydroxide solution-->Phosphorus oxybromide-->Mucobromic acid-->3(2H)-Pyridazinone
3-Bromobenzamidine hydrochloride 3-BROMO-THIOBENZAMIDE N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)acetamide 3-Ethylpyrazin-2-amine 3-BroMopyrazine-2-carbonitrile Ethyl 3-bromoisoxazole-5-carboxylate 3-oxoisoindoline-5-carbonitrile 3-Acetyl-2-bromopyridine ethyl 3-oxo-2,3-dihydro-1H-indene-4-carboxylate ETHYL ISOQUINOLINE-3-CARBOXYLATE methyl 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate 3-Acetyl-2-fluoropyridine 3-BroModihydro-2H-pyran-4(3H)-one Methyl 3-oxo-2,3-dihydro-1H-indene-4-carboxylate (5-BROMO-PYRIDIN-3-YL)-METHANOL 3-BROMO-1H-PYRROLE 3-Bromoimidazo[1,2-a]pyrimidine Prazosin

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