3-Acetyl-5-bromopyridine

Base Information

• Chemical Name: 3-Acetyl-5-bromopyridine
• CAS No.: 38940-62-4
• Molecular Formula: C7H6BrNO
• Molecular Weight: 200.035
• Hs Code.: 29333990
• European Community (EC) Number: 623-602-0
• DSSTox Substance ID: DTXSID10356207
• Wikidata: Q72434912
• Mol file: 38940-62-4.mol

Synonyms:3-ACETYL-5-BROMOPYRIDINE;38940-62-4;1-(5-bromopyridin-3-yl)ethanone;1-(5-bromopyridin-3-yl)ethan-1-one;ETHANONE, 1-(5-BROMO-3-PYRIDINYL)-;1-(5-bromo-3-pyridyl)ethanone;MFCD03086033;5-Bromo-3-acetylpyridine;3-acetyl-5-bromo pyridine;5-acetyl-3-bromo-pyridine;5-Bromo-3-acetyl-pyridine;SCHEMBL431067;DTXSID10356207;3-Acetyl-5-bromopyridine, 97%;LDBPZEQZCOUYFT-UHFFFAOYSA-N;1-(5-bromo-3-pyridinyl)ethanone;BBL101620;STL555416;1-(5-Bromo-pyridin-3-yl)-ethanone;AKOS005206721;AC-1452;CS-W015631;FS-2344;HY-W014915;PB20794;SY020986;AM20070139;FT-0614880;EN300-100138;A824339;AO-801/41077520;W-202613

Chemical Property of 3-Acetyl-5-bromopyridine

Chemical Property:

• Appearance/Colour: powder
• Vapor Pressure: 0.004mmHg at 25°C
• Melting Point: 77-79 °C
• Refractive Index: 1.558
• Boiling Point: 279.321 °C at 760 mmHg
• PKA: 1.08±0.20(Predicted)
• Flash Point: 122.7 °C
• PSA: 29.96000
• Density: 1.534 g/cm³
• LogP: 2.04670
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 198.96328
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

3-Acetyl-5-bromopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36/37-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=CN=C1)Br
• Uses: 3-Acetyl-5-bromopyridine is used in the synthesis of benzimidazole CYP11B2 inhibitors. Potent and selective aldosterone inhibitors are used to treat diseases such as those resulting in the stiffening of the heart.

Technology Process of 3-Acetyl-5-bromopyridine

There total 10 articles about 3-Acetyl-5-bromopyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

methylmagnesium bromide (75-16-1) + N-methyl-N-methoxy-5-bromopyridine-3-carboxamide (183608-47-1) → 3-acetyl-5-bromopyridine (38940-62-4)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; for 2h;

Reference yield:

5-bromonicotinoyl chloride (39620-02-5) + diethyl malonate (105-53-3) → 3-acetyl-5-bromopyridine (38940-62-4)

Guidance literature:

5-bromonicotinoyl chloride; diethyl malonate; With hydrogenchloride; triethylamine; magnesium chloride; In toluene; at 20 ℃; for 3.5h;

In water; dimethyl sulfoxide; at 150 - 160 ℃; for 2h;

Reference yield:

C13H14BrNO5 → 3-acetyl-5-bromopyridine (38940-62-4)

Guidance literature:

With water; In dimethyl sulfoxide; at 150 - 160 ℃; for 2h;

upstream raw materials:

ethyl 5-bromo-3-pyridinecarboxylate

ethyl acetate

nicotinic acid

5-bromonicotinoyl chloride

Downstream raw materials:

3-Acetyl-5-bromopyridine ethylene ketal

5-bromo-3-ethylpyridine

5-(phenyl)-3-acetylpyridine

1-(5-bromo-pyridin-3-yl)-ethanol