2-(Pyrimidin-4-yl)-1-(3-(trifluoromethyl)phenyl)ethanone

Base Information

• Chemical Name: 2-(Pyrimidin-4-yl)-1-(3-(trifluoromethyl)phenyl)ethanone
• CAS No.: 112816-06-5
• Molecular Formula: C13H9F3N2O
• Molecular Weight: 266.222
• DSSTox Substance ID: DTXSID70554565
• Wikidata: Q82435636
• Mol file: 112816-06-5.mol

Synonyms:112816-06-5;2-(pyrimidin-4-yl)-1-(3-(trifluoromethyl)phenyl)ethanone;DTXSID70554565;2-(Pyrimidin-4-yl)-1-[3-(trifluoromethyl)phenyl]ethan-1-one

Chemical Property of 2-(Pyrimidin-4-yl)-1-(3-(trifluoromethyl)phenyl)ethanone

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 266.06669740
• Heavy Atom Count: 19
• Complexity: 320

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(F)(F)F)C(=O)CC2=NC=NC=C2

Technology Process of 2-(Pyrimidin-4-yl)-1-(3-(trifluoromethyl)phenyl)ethanone

There total 1 articles about 2-(Pyrimidin-4-yl)-1-(3-(trifluoromethyl)phenyl)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:

4-Methylpyrimidine (3438-46-8) + N-methoxy-N-methyl-3-trifluoromethylbenzamide (116332-62-8) → 1-<3-(Trifluoromethyl)phenyl>-2-(4-pyrimidinyl)ethanone (112816-06-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.bmcl.2005.02.010

Reference yield: 20.0%

ethyl bromoacetate (105-36-2) + 1-<3-(Trifluoromethyl)phenyl>-2-(4-pyrimidinyl)ethanone (112816-06-5) → 4-oxo-3-pyrimidin-4-yl-4-(3-trifluoromethyl-phenyl)-butyric acid ethyl ester (853730-40-2)

Guidance literature:

1-<3-(Trifluoromethyl)phenyl>-2-(4-pyrimidinyl)ethanone; With sodium hydride; In dimethyl sulfoxide; at 0 ℃; for 0.75h;

ethyl bromoacetate; In dimethyl sulfoxide; at 20 ℃; for 18h;

DOI:10.1016/j.bmcl.2005.02.010

Reference yield:

1-<3-(Trifluoromethyl)phenyl>-2-(4-pyrimidinyl)ethanone (112816-06-5) → 6-ethoxy-4-pyrimidin-4-yl-3-(3-trifluoromethyl-phenyl)-4,5-dihydro-pyridazine

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylsulfoxide / 0.75 h / 0 °C

1.2: 20 percent / dimethylsulfoxide / 18 h / 20 °C

2.1: hydrazine / 2-methyl-propan-2-ol / 0.5 h / Heating

2.2: 100 percent / 180 °C / high vacuum

With sodium hydride; hydrazine; In dimethyl sulfoxide; tert-butyl alcohol;

DOI:10.1016/j.bmcl.2005.02.010

upstream raw materials:

4-Methylpyrimidine

N-methoxy-N-methyl-3-trifluoromethylbenzamide

Downstream raw materials:

4-oxo-3-pyrimidin-4-yl-4-(3-trifluoromethyl-phenyl)-butyric acid ethyl ester

6-chloro-4-pyrimidin-4-yl-3-(3-trifluoromethyl-phenyl)-pyridazine

5-pyrimidin-4-yl-6-(3-trifluoromethyl-phenyl)-pyridazin-3-ol