C₁₆H₁₃Cl₃N₂O₂

Base Information

• Chemical Name: C₁₆H₁₃Cl₃N₂O₂
• CAS No.: 1357306-02-5
• Molecular Formula: C₁₆H₁₃Cl₃N₂O₂
• Molecular Weight: 371.65
• Mol file: 1357306-02-5.mol

Synonyms:C₁₆H₁₃Cl₃N₂O₂

Chemical Property of C₁₆H₁₃Cl₃N₂O₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₆H₁₃Cl₃N₂O₂

There total 8 articles about C₁₆H₁₃Cl₃N₂O₂ 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:

3-(4-chlorophenyl-2-chloropyrid-3-ylmethoxy)azetidine (791119-13-6) + bis(trichloromethyl) carbonate (32315-10-9) → C16H13Cl3N2O2 (1357306-02-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 1.5h;

DOI:10.1016/j.bmcl.2009.05.097

Reference yield:

phosgene (75-44-5) + 3-(4-chlorophenyl-2-chloropyrid-3-ylmethoxy)azetidine (791119-13-6) → C16H13Cl3N2O2 (1357306-02-5)

Guidance literature:

With triethylamine; sodium hydroxide; In dichloromethane; water; toluene; for 2h;

DOI:10.1016/j.bmcl.2011.12.032

Reference yield:

(4-chlorphenyl)magnesium bromide (873-77-8) → C16H13Cl3N2O2 (1357306-02-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetrahydrofuran; diethyl ether / 19.25 h / 5 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 1.7 h

3.1: toluene-4-sulfonic acid / toluene / 4 h

4.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 18 h / 20 °C

4.2: 19 h

5.1: pyridine / dichloromethane / 1.5 h / 0 - 20 °C

With pyridine; sodium tetrahydroborate; carbonochloridic acid 1-chloro-ethyl ester; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; 1.1: Grignard reaction;

DOI:10.1016/j.bmcl.2011.12.032

upstream raw materials:

3-(4-chlorophenyl-2-chloropyrid-3-ylmethoxy)azetidine

bis(trichloromethyl) carbonate

phosgene

2-Chloronicotinoyl chloride

Downstream raw materials:

VER-24052

{3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}pyrrolidin-1-ylmethanone

{3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone

{3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}morpholin-4-ylmethanone

Refernces

• 1、 Hart, Terance,Macias, Alba T.,Benwell, Karen,Brooks, Teresa,D'Alessandro, Jalanie,Dokurno, Pawel,Francis, Geraint,Gibbons, Ben,Haymes, Timothy,Kennett, Guy,Lightowler, Sean,Mansell, Howard,Matassova, Natalia,Misra, Anil,Padfield, Anthony,Parsons, Rachel,Pratt, Robert,Robertson, Alan,Walls, Steven,Wong, Melanie,Roughley, Stephen. "Fatty acid amide hydrolase inhibitors. Surprising selectivity of chiral azetidine ureas". supporting information; experimental part. p. 4241 - 4244. Retrieved 2010/04/02.