methyl 3-(4-azidopiperidin-1-yl)-5-(trifluoromethyl)benzoate

Base Information

• Chemical Name: methyl 3-(4-azidopiperidin-1-yl)-5-(trifluoromethyl)benzoate
• CAS No.: 334792-90-4
• Molecular Formula: C₁₄H₁₅F₃N₄O₂
• Molecular Weight: 328.294
• Mol file: 334792-90-4.mol

Synonyms:methyl 3-(4-azidopiperidin-1-yl)-5-(trifluoromethyl)benzoate

Chemical Property of methyl 3-(4-azidopiperidin-1-yl)-5-(trifluoromethyl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(4-azidopiperidin-1-yl)-5-(trifluoromethyl)benzoate

There total 7 articles about methyl 3-(4-azidopiperidin-1-yl)-5-(trifluoromethyl)benzoate 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: 64.0%

→ methyl 3-(4-azidopiperidin-1-yl)-5-(trifluoromethyl)benzoate (334792-90-4)

Guidance literature:

Reference yield:

methyl 3-{4-(methanesulfonyloxy)-piperidin-1-yl}-5-(trifluoromethyl)benzoate (334792-89-1) → methyl 3-(4-azidopiperidin-1-yl)-5-(trifluoromethyl)benzoate (334792-90-4)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 14h;

DOI:10.1016/j.bmc.2006.01.062

Reference yield:

3-nitro-5-trifluoromethyl-benzoic acid (328-80-3) → methyl 3-(4-azidopiperidin-1-yl)-5-(trifluoromethyl)benzoate (334792-90-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 91 percent / sulfuric acid / 1.5 h / Heating

2.1: hydrogen / Pd/C / methanol / 23.5 h / 20 °C

3.1: p-toluenesulfonic acid monohydrate / methanol / 7 h / 65 °C

3.2: formic acid / H₂O / 2 h / 20 °C

4.1: 4.3 g / sodium borohydride / tetrahydrofuran / 3.5 h / 20 °C

5.1: triethylamine / CH₂Cl₂ / 0.17 h / 20 °C

6.1: sodium azide / dimethylformamide / 14 h / 80 °C

With sodium tetrahydroborate; sodium azide; sulfuric acid; hydrogen; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.01.062

upstream raw materials:

methyl 3-{4-(methanesulfonyloxy)-piperidin-1-yl}-5-(trifluoromethyl)benzoate

Methyl 3-(4-oxopiperidin-1-yl)-5-(trifluoromethyl)benzoate

methyl 3-(4-hydroxypiperidin-1-yl)-5-(trifluoromethyl)benzoate

3-nitro-5-trifluoromethyl-benzoic acid

Downstream raw materials:

methyl 3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoate

3-(4-(pyrimidin-2-ylamino)piperidin-1-yl)-5-(trifluoromethyl)benzoic acid

(2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoylamino]propionic acid

tert-butyl (2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoylamino]propionate