Benzoic acid, 3-methoxy-4-[4-(2-pyrimidinylamino)-1-piperidinyl]-

Base Information

• Chemical Name: Benzoic acid, 3-methoxy-4-[4-(2-pyrimidinylamino)-1-piperidinyl]-
• CAS No.: 247035-46-7
• Molecular Formula: C17H20N4O3
• Molecular Weight: 328.371
• Mol file: 247035-46-7.mol

Synonyms:

Chemical Property of Benzoic acid, 3-methoxy-4-[4-(2-pyrimidinylamino)-1-piperidinyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid, 3-methoxy-4-[4-(2-pyrimidinylamino)-1-piperidinyl]-

There total 16 articles about Benzoic acid, 3-methoxy-4-[4-(2-pyrimidinylamino)-1-piperidinyl]- 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:

4-HYDROXYPIPERIDINE (5382-16-1) → 3-methoxy-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoic acid (247035-46-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 47 percent / dimethylsulfoxide / 72 h / 120 °C

2: Et₃N / CH₂Cl₂ / 1 h

3: NaN₃ / dimethylformamide / 5 h / 80 °C

4: H₂; AcOH / Pd/C / dioxane / 4 h / 20 °C

5: (i-Pr)2NEt / dimethylformamide / 10 h / 125 °C

6: 261 mg / NaOH / methanol; tetrahydrofuran; H₂O / 8 h / 40 °C

With sodium hydroxide; sodium azide; hydrogen; acetic acid; 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.2005.10.061

Reference yield:

methyl 4-(4-hydroxypiperidin-1-yl)-3-methoxybenzoate (247035-42-3) → 3-methoxy-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoic acid (247035-46-7)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / 1 h

2: NaN₃ / dimethylformamide / 5 h / 80 °C

3: H₂; AcOH / Pd/C / dioxane / 4 h / 20 °C

4: (i-Pr)2NEt / dimethylformamide / 10 h / 125 °C

5: 261 mg / NaOH / methanol; tetrahydrofuran; H₂O / 8 h / 40 °C

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

DOI:10.1016/j.bmc.2005.10.061

Reference yield:

4-(4-azido-piperidin-1-yl)-3-methoxy-benzoic acid methyl ester (247035-43-4) → 3-methoxy-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoic acid (247035-46-7)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂; AcOH / Pd/C / dioxane / 4 h / 20 °C

2: (i-Pr)2NEt / dimethylformamide / 10 h / 125 °C

3: 261 mg / NaOH / methanol; tetrahydrofuran; H₂O / 8 h / 40 °C

With sodium hydroxide; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.10.061

upstream raw materials:

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

4-HYDROXYPIPERIDINE

methyl 4-(4-aminopiperidin-1-yl)-3-methoxybenzoate

methyl 4-(4-hydroxypiperidin-1-yl)-3-methoxybenzoate

Downstream raw materials:

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

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