2-(2-(6-Chloro-pyrimidin-4-yloxy)-phenyl)-3,3-dimethoxy-propionic acid methyl ester

Base Information

• Chemical Name: 2-(2-(6-Chloro-pyrimidin-4-yloxy)-phenyl)-3,3-dimethoxy-propionic acid methyl ester
• CAS No.: 143230-42-6
• Molecular Formula: C₁₆H₁₇ClN₂O₅
• Molecular Weight: 352.774
• European Community (EC) Number: 604-340-6
• DSSTox Substance ID: DTXSID801150767
• Mol file: 143230-42-6.mol

Synonyms:143230-42-6;EC 604-340-6;methyl 2-[2-(6-chloropyrimidin-4-yl)oxyphenyl]-3,3-dimethoxypropanoate;Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3,3-dimethoxypropanoate;2-(2-(6-Chloro-pyrimidin-4-yloxy)-phenyl)-3,3-dimethoxy-propionic acid methyl ester;methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropanoate;2-[(6-Chloro-4-pyrimidinyl)oxy]-alpha-(dimethoxymethyl)benzeneacetic Acid Methyl Ester;2-[2-(6-Chloro-pyrimidin-4-yloxy)-phenyl]-3,3-dimethoxy-propionic acid methyl ester;SCHEMBL711180;DTXSID801150767

Chemical Property of 2-(2-(6-Chloro-pyrimidin-4-yloxy)-phenyl)-3,3-dimethoxy-propionic acid methyl ester

Chemical Property:

• Solubility.: Acetone, DCM, Ethyl Acetate, Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 352.0825993
• Heavy Atom Count: 24
• Complexity: 397

Purity/Quality:

99.9% ^*data from raw suppliers

2-[(6-Chloro-4-pyrimidinyl)oxy]-α-(dimethoxymethyl)benzeneaceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(C(C1=CC=CC=C1OC2=CC(=NC=N2)Cl)C(=O)OC)OC
• Uses: 2-[(6-Chloro-4-pyrimidinyl)oxy]-α-(dimethoxymethyl)benzeneacetic Acid Methyl Ester is an impurity of Azoxystrobin (A965150), an strobilurin fungicide.

Technology Process of 2-(2-(6-Chloro-pyrimidin-4-yloxy)-phenyl)-3,3-dimethoxy-propionic acid methyl ester

There total 12 articles about 2-(2-(6-Chloro-pyrimidin-4-yloxy)-phenyl)-3,3-dimethoxy-propionic acid methyl ester 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%

4,6-dichloropyrimidine (1193-21-1) + 3-(α-methoxy)methylene benzofuran-2-(3H)-ketone (40800-90-6) + sodium methylate (124-41-4) → 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester (143230-42-6)

Guidance literature:

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone; sodium methylate; With 2-methyl-1,4-divinylpiperazine; In methanol; acetonitrile; at 15 - 20 ℃; for 0.5h;

4,6-dichloropyrimidine; In methanol; acetonitrile; for 1h; Solvent; Temperature;

Reference yield: 76.0%

4,6-dichloropyrimidine (1193-21-1) + 2-(2-hydroxyphenyl)-3,3-dimethoxypropionic acid methyl ester (175971-61-6) → 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester (143230-42-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 8h;

DOI:10.1002/jccs.201200295

Reference yield:

4,6-dichloropyrimidine (1193-21-1) + 3-(α-methoxy)methylene benzofuran-2-(3H)-ketone (40800-90-6) → 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester (143230-42-6) + (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate (131860-97-4)

Guidance literature:

With sodium methylate; potassium carbonate; 2-methyl-1,4-diazabicyclo [2,2,2]octane; In methanol; Methyl formate; toluene; at 5 - 20 ℃; for 1.5h; Reagent/catalyst; Temperature; Overall yield = 92.3 %Chromat.; Inert atmosphere;

upstream raw materials:

4,6-dichloropyrimidine

2-(2-hydroxyphenyl)-3,3-dimethoxypropionic acid methyl ester

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

2-Hydroxyphenylacetic acid

Downstream raw materials:

azoxystrobin

C₁₆H₁₆N₂O₅

Refernces

• 1、 -. "An azoxystrobin and its intermediate synthesis method". . . Retrieved 2019/05/28.
• 2、 -. "Synthetic method of azoxystrobin". Paragraph 0079; 0084; 0085. . Retrieved 2017/08/14.