1-(2-Chloropyrimidin-5-YL)ethanone

Base Information

• Chemical Name: 1-(2-Chloropyrimidin-5-YL)ethanone
• CAS No.: 110100-00-0
• Molecular Formula: C6H5 Cl N2 O
• Molecular Weight: 156.572
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID30547453
• Wikidata: Q82425686
• Mol file: 110100-00-0.mol

Synonyms:1-(2-CHLOROPYRIMIDIN-5-YL)ETHANONE;110100-00-0;Ethanone, 1-(2-chloro-5-pyrimidinyl)- (9CI);1-(2-CHLOROPYRIMIDIN-5-YL)ETHAN-1-ONE;MFCD10697144;ETHANONE, 1-(2-CHLORO-5-PYRIMIDINYL)-;1-(2-Chloro-5-pyrimidyl)ethanone;Ethanone,1-(2-chloro-5-pyrimidinyl)-(9CI);SCHEMBL600134;DTXSID30547453;LISVHIVILJZRDH-UHFFFAOYSA-N;AKOS006305558;AB59098;CS-W021203;DS-5100;1-(2-Chloro-pyriMidin-5-yl)-ethanone;AC-31547;SY029151

Chemical Property of 1-(2-Chloropyrimidin-5-YL)ethanone

Chemical Property:

• Melting Point: 92 °C
• Refractive Index: 1.538
• Boiling Point: 307.9±15.0 °C(Predicted)
• PKA: -3.29±0.22(Predicted)
• PSA: 42.85000
• Density: 1.311±0.06 g/cm3(Predicted)
• LogP: 1.33260
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 156.0090405
• Heavy Atom Count: 10
• Complexity: 132

Purity/Quality:

97% ^*data from raw suppliers

5-Acetyl-2-chloropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CN=C(N=C1)Cl
• Uses: 5-Acetyl-2-chloropyrimidine is a useful building block used in the synthesis of 5-pyrimidinyl ketones with Mn(II) reagents.

Technology Process of 1-(2-Chloropyrimidin-5-YL)ethanone

There total 3 articles about 1-(2-Chloropyrimidin-5-YL)ethanone 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: 85.0%

2-chloro-5-(α-ethoxyvinyl)pyrimidine (122372-20-7) → 1-(2-chloropyrimidin-5-yl)ethan-1-one (110100-00-0)

Guidance literature:

With hydrogenchloride; In acetone; Heating;

DOI:10.1016/j.bmc.2005.03.023

Reference yield: 49.0%

tributyl(1-ethoxyvinyl)stannane (97674-02-7) + 5-Bromo-2-chloropyrimidine (32779-36-5) → 1-(2-chloropyrimidin-5-yl)ethan-1-one (110100-00-0)

Guidance literature:

tributyl(1-ethoxyvinyl)stannane; 5-Bromo-2-chloropyrimidine; With bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 20 - 100 ℃; for 19h;

With hydrogenchloride; In water; at 20 ℃; for 1h;

Reference yield: 15.0%

methyllithium (917-54-4) + 2-CHLOROPYRIMIDINE-5-CARBONYLCHLORIDE (110099-99-5) → 1-(2-chloropyrimidin-5-yl)ethan-1-one (110100-00-0) + 2-(2-chloropyrimidin-5-yl)propan-2-ol (110100-09-9)

Guidance literature:

With manganese(II) iodide; In tetrahydrofuran; diethyl ether; at -80 ℃; for 4h;

upstream raw materials:

methyllithium

2-CHLOROPYRIMIDINE-5-CARBONYLCHLORIDE

2-chloro-5-(α-ethoxyvinyl)pyrimidine

tributyl(1-ethoxyvinyl)stannane

Downstream raw materials:

5-acetyl-2(1H)-pyrimidinone

5-(2-(2-chloro-6-fluorophenyl)-1H-imidazol-4-yl)-2-phenylpyrimidine

2-bromo-1-(2-chloropyrimidin-5-yl)ethanone

2-bromo-1-(2-bromopyrimidin-5-yl)ethanone