3-Acetyl-2-bromopyridine

Base Information

• Chemical Name: 3-Acetyl-2-bromopyridine
• CAS No.: 84199-61-1
• Molecular Formula: C7H6 Br N O
• Molecular Weight: 200.035
• Hs Code.: 2933399090
• European Community (EC) Number: 685-036-0
• DSSTox Substance ID: DTXSID30433761
• Nikkaji Number: J2.607.110K
• Wikidata: Q72434907
• Mol file: 84199-61-1.mol

Synonyms:3-ACETYL-2-BROMOPYRIDINE;84199-61-1;1-(2-bromopyridin-3-yl)ethanone;1-(2-bromopyridin-3-yl)ethan-1-one;ETHANONE, 1-(2-BROMO-3-PYRIDINYL)-;1-(2-bromo-3-pyridinyl)ethanone;3-(2-BROMOPYRIDYL) METHYL KETONE;3-Acetyl-2-bromopyridin;2-Bromo-3-acetylpyridine;SCHEMBL365580;DTXSID30433761;3-Acetyl-2-bromopyridine, 97%;VYJZSPNXTDPUJW-UHFFFAOYSA-N;MFCD04114370;AKOS015837527;AB18171;AC-28222;DS-11185;AM20061532;CS-0005463;FT-0646591;EN300-1168635;A840736;J-502963;Z1269140470;1-(2-bromo-3-pyridyl)ethanone

Chemical Property of 3-Acetyl-2-bromopyridine

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: n20/D1.572
• Boiling Point: 292.224oC at 760 mmHg
• PKA: -1.01±0.10(Predicted)
• Flash Point: 130.533oC
• PSA: 29.96000
• Density: 1.534g/cm3
• LogP: 2.04670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• 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-2-bromopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(N=CC=C1)Br
• Uses: 3-Acetyl-2-bromopyridine is a chemical reagent used in nonquaternary reactivators of GF-inhibited human acetylcholinesterase. Also used in the synthesis of HIV-1 reverse transriptase inhibitors.

Technology Process of 3-Acetyl-2-bromopyridine

There total 5 articles about 3-Acetyl-2-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: 95.0%

1-(2′-bromo-3′-pyridyl)ethan-1-ol (84199-57-5) → 1-(2′-bromo-3′-pyridyl)ethan-1-one (84199-61-1)

Guidance literature:

With chromium(VI) oxide; In acetone; for 3h; Ambient temperature;

Reference yield:

methylmagnesium bromide (75-16-1) + 2-bromopyridine-3-carboxaldehyde (128071-75-0) → 1-(2′-bromo-3′-pyridyl)ethan-1-one (84199-61-1)

Guidance literature:

methylmagnesium bromide; 2-bromopyridine-3-carboxaldehyde; In diethyl ether; at 0 ℃;

With silica gel; pyridinium chlorochromate; In dichloromethane; at 20 ℃;

DOI:10.1039/d0gc02618b

Reference yield:

2-bromo-pyridine (109-04-6) → 1-(2′-bromo-3′-pyridyl)ethan-1-one (84199-61-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LiN(iPr)2 / 1.) THF, -70 deg C, 4 h, 2.) THF, -70 deg C, 1 h

2: 95 percent / CrO₃ / acetone / 3 h / Ambient temperature

With chromium(VI) oxide; lithium diisopropyl amide; In acetone;

upstream raw materials:

1-(2′-bromo-3′-pyridyl)ethan-1-ol

2-bromo-pyridine

2-bromopyridine-3-carboxaldehyde

methylmagnesium bromide

Downstream raw materials:

2-p-tolyl-4H-thiopyrano[2,3-b]pyridin-4-one

2-(4-chlorophenyl)-4H-thiopyrano[2,3-b]pyridin-4-one

1-(2-((3-(trifluoromethyl)phenyl)ethynyl)pyridin-3-yl)ethanone

1-(2-((1-hydroxycyclohexyl)ethynyl)pyridin-3-yl)ethanone

Refernces

• 1、 Subota, Andrii I.,Artamonov, Oleksiy S.,Gorlova, Alina,Volochnyuk, Dmitriy M.,Grygorenko, Oleksandr O.. "Approach to 5-substituted 6,7,8,9-tetrahydro-5H-pyrido[3,2-c]azepines". supporting information. p. 1989 - 1991. Retrieved 2017/04/27.
• 2、 -. "THIAZOLE DERIVATIVES FOR THE TREATMENT OF ANIMAL TRYPANOSOMIASIS". Page/Page column 74; 77. . Retrieved 2016/10/04.