ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate

Base Information

• Chemical Name: ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate
• CAS No.: 1030613-41-2
• Molecular Formula: C₁₉H₂₀BrFN₆O₄
• Molecular Weight: 495.308
• Mol file: 1030613-41-2.mol

Synonyms:ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate

Chemical Property of ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate

There total 7 articles about ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate 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: 20.0%

4-(2-bromo-5-fluorophenoxy)-1-[5-(1H-tetrazol-5-yl)isoxazol-3-yl]-piperidine (1030613-40-1) + ethyl bromoacetate (105-36-2) → ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate (1030613-41-2) + ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-1H-tetrazol-1-yl)acetate (1030613-72-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 2h; Reflux;

DOI:10.1021/jm200319u

Reference yield:

ethyl 3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carboxylate (1313515-96-6) → ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate (1030613-41-2) + ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-1H-tetrazol-1-yl)acetate (1030613-72-9)

Guidance literature:

Multi-step reaction with 4 steps

1: ammonium hydroxide / tetrahydrofuran; methanol / 20 °C

2: triethylamine; trifluoroacetic anhydride / dichloromethane / 2 h / 20 °C / Cooling with ice

3: sodium azide; pyridine hydrochloride / 1-methyl-pyrrolidin-2-one / 2 h / 130 °C

4: triethylamine / tetrahydrofuran / 2 h / Reflux

With ammonium hydroxide; sodium azide; pyridine hydrochloride; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane;

DOI:10.1021/jm200319u

Reference yield:

3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carboxylic acid amide (1030613-36-5) → ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate (1030613-41-2) + ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-1H-tetrazol-1-yl)acetate (1030613-72-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; trifluoroacetic anhydride / dichloromethane / 2 h / 20 °C / Cooling with ice

2: sodium azide; pyridine hydrochloride / 1-methyl-pyrrolidin-2-one / 2 h / 130 °C

3: triethylamine / tetrahydrofuran / 2 h / Reflux

With sodium azide; pyridine hydrochloride; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane;

DOI:10.1021/jm200319u

upstream raw materials:

4-(2-bromo-5-fluorophenoxy)-1-[5-(1H-tetrazol-5-yl)isoxazol-3-yl]-piperidine

ethyl bromoacetate

4-(2-bromo-5-fluorophenoxy)piperidine

ethyl 3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carboxylate

Downstream raw materials:

2-(5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,2-oxazol-5-yl}-2H-1,2,3,4-tetrazol-2-yl)acetic acid

Refernces

• 1、 -. "Azacycloalkane derivatives as inhibitors of stearoyl-coenzyme a delta-9 desaturase". Page/Page column 25. . Retrieved 2008/12/05.