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

Base Information

• Chemical Name: 3-(4-(pyrimidin-2-ylamino)piperidin-1-yl)-5-(trifluoromethyl)benzoic acid
• CAS No.: 334792-93-7
• Molecular Formula: C₁₇H₁₇F₃N₄O₂
• Molecular Weight: 366.343
• Mol file: 334792-93-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about 3-(4-(pyrimidin-2-ylamino)piperidin-1-yl)-5-(trifluoromethyl)benzoic acid 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: 40.0%

→ 3-(4-(pyrimidin-2-ylamino)piperidin-1-yl)-5-(trifluoromethyl)benzoic acid (334792-93-7)

Guidance literature:

Reference yield:

methyl 3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoate (334792-92-6) → 3-(4-(pyrimidin-2-ylamino)piperidin-1-yl)-5-(trifluoromethyl)benzoic acid (334792-93-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 45 ℃; for 16h;

DOI:10.1016/j.bmc.2006.01.062

Reference yield:

Methyl 3-(4-oxopiperidin-1-yl)-5-(trifluoromethyl)benzoate (334792-87-9) → 3-(4-(pyrimidin-2-ylamino)piperidin-1-yl)-5-(trifluoromethyl)benzoic acid (334792-93-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 4.3 g / sodium borohydride / tetrahydrofuran / 3.5 h / 20 °C

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

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

4: hydrogen / Pd/C / dioxane; H₂O / 10 h / 20 °C

5: ethyldiisopropylamine / dimethylsulfoxide / 6 h / 120 °C

6: NaOH / methanol; tetrahydrofuran; H₂O / 16 h / 45 °C

With sodium hydroxide; sodium tetrahydroborate; sodium azide; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.01.062

upstream raw materials:

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

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

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

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

Downstream raw materials:

(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