3-Acetyl-2-chloropyridine

Base Information

• Chemical Name: 3-Acetyl-2-chloropyridine
• CAS No.: 55676-21-6
• Molecular Formula: C7H6ClNO
• Molecular Weight: 155.584
• Hs Code.: 2933399090
• European Community (EC) Number: 695-379-8
• DSSTox Substance ID: DTXSID90449121
• Nikkaji Number: J398.110J
• Wikidata: Q72458666
• Mol file: 55676-21-6.mol

Synonyms:3-Acetyl-2-chloropyridine;55676-21-6;1-(2-chloropyridin-3-yl)ethanone;1-(2-chloropyridin-3-yl)ethan-1-one;2-Chloro-3-acetyl-pyridine;2-Chloro-3-acetylpyridine;1-(2-Chloro-3-pyridinyl)-1-ethanone;1-(2-Chloro-pyridin-3-yl)-ethanone;ETHANONE, 1-(2-CHLORO-3-PYRIDINYL)-;MFCD03840751;SCHEMBL427326;DTXSID90449121;WIWIOUAFBHZLNQ-UHFFFAOYSA-N;BCP10419;1-(2-chloro-pyridin-3-yl)ethanone;AKOS005072191;3-acetyl-2-chloropyridine, AldrichCPR;CS-W003128;DB-0602;PB32351;AC-22442;SY007174;AM20061324;BB 0262982;FT-0657826;EN300-72860;A830747;Q-102824;Z1154360549

Chemical Property of 3-Acetyl-2-chloropyridine

Chemical Property:

• Vapor Pressure: 0.06mmHg at 25°C
• Refractive Index: 1.535
• Boiling Point: 231.986 °C at 760 mmHg
• PKA: -1.65±0.10(Predicted)
• Flash Point: 94.102 °C
• PSA: 29.96000
• Density: 1.233 g/cm³
• LogP: 1.93760
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 155.0137915
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

3-Acetyl-2-chloropyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(N=CC=C1)Cl
• Uses: 3-Acetyl-2-chloropyridine is a reagent used in the synthesis of Volitinib, a highly potent and selective mesenchymal-epithelial transition factor (c-Met) inhibitor as an anti-cancer agent.

Technology Process of 3-Acetyl-2-chloropyridine

There total 18 articles about 3-Acetyl-2-chloropyridine 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: 99.0%

2-chloro-N-methoxy-N-methyl-pyridine-3-carboxamide (488149-34-4) + methylmagnesium bromide (75-16-1) → 3-acetyl-2-chloropyridine (55676-21-6)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; for 24h;

DOI:10.1016/j.ejmech.2012.09.034

Reference yield: 95.0%

2-chloro-3-(1-hydroxyethyl)pyridine (131674-39-0) → 3-acetyl-2-chloropyridine (55676-21-6)

Guidance literature:

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

Reference yield: 91.0%

2-pyridinyl 2-chloro-3-pyridinecarboxylate + methylmagnesium chloride (676-58-4) → 3-acetyl-2-chloropyridine (55676-21-6)

Guidance literature:

2-pyridinyl 2-chloro-3-pyridinecarboxylate; methylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; Inert atmosphere;

DOI:10.5012/bkcs.2013.34.4.1253

upstream raw materials:

3-acetylpyridine N-oxide

2-chloro-3-pyridinecarbonitrile

methyl magnesium iodide

2-chloro-3-(1-hydroxyethyl)pyridine

Downstream raw materials:

1-(2-methoxypyridin-3-yl)ethanone

1-(2-hydroxypyridin-3-yl)ethanone

1-(2-amino-3-pyridinyl)-1-ethanone

3-methyl-1H-pyrazolo[3,4b]pyridine