5-butyl-N-(4-fluorobenzyl)-1-[5-methyl-4-(2-thienyl)pyrimidin-2-yl]-1H-pyrazole-4-carboxamide

Base Information

• Chemical Name: 5-butyl-N-(4-fluorobenzyl)-1-[5-methyl-4-(2-thienyl)pyrimidin-2-yl]-1H-pyrazole-4-carboxamide
• CAS No.: 1443740-35-9
• Molecular Formula: C₂₄H₂₄FN₅OS
• Molecular Weight: 449.552
• Mol file: 1443740-35-9.mol

Synonyms:

Chemical Property of 5-butyl-N-(4-fluorobenzyl)-1-[5-methyl-4-(2-thienyl)pyrimidin-2-yl]-1H-pyrazole-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-butyl-N-(4-fluorobenzyl)-1-[5-methyl-4-(2-thienyl)pyrimidin-2-yl]-1H-pyrazole-4-carboxamide

There total 7 articles about 5-butyl-N-(4-fluorobenzyl)-1-[5-methyl-4-(2-thienyl)pyrimidin-2-yl]-1H-pyrazole-4-carboxamide 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:

5-butyl-1-(5-methyl-4-(thiophen-2-yl)pyrimidin-2-yl)-1H-pyrazole-4-carboxylic acid (1019258-93-5) + para-fluorobenzylamine (140-75-0) → 5-butyl-N-(4-fluorobenzyl)-1-[5-methyl-4-(2-thienyl)pyrimidin-2-yl]-1H-pyrazole-4-carboxamide (1443740-35-9)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; at 20 ℃;

DOI:10.1021/ml400186z

Reference yield:

2,6-dichloro-5-methylpyrimidine (1780-31-0) → 5-butyl-N-(4-fluorobenzyl)-1-[5-methyl-4-(2-thienyl)pyrimidin-2-yl]-1H-pyrazole-4-carboxamide (1443740-35-9)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 20 h / 110 °C / Sealed tube

2: hydrazine; pyridine / 1 h / 90 °C

3: acetic acid / ethanol / 4 h / Reflux

4: lithium hydroxide; water / 1,4-dioxane / 16 h / 20 °C

5: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dichloromethane / 20 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; lithium hydroxide; hydrazine; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; 1: |Suzuki Coupling;

DOI:10.1021/ml400186z

Reference yield:

2-chloro-5-methyl-4-(thiophen-2-yl)pyrimidine (131022-67-8) → 5-butyl-N-(4-fluorobenzyl)-1-[5-methyl-4-(2-thienyl)pyrimidin-2-yl]-1H-pyrazole-4-carboxamide (1443740-35-9)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrazine; pyridine / 1 h / 90 °C

2: acetic acid / ethanol / 4 h / Reflux

3: lithium hydroxide; water / 1,4-dioxane / 16 h / 20 °C

4: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dichloromethane / 20 °C

With pyridine; water; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; lithium hydroxide; hydrazine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;

DOI:10.1021/ml400186z

upstream raw materials:

2,6-dichloro-5-methylpyrimidine

2-chloro-5-methyl-4-(thiophen-2-yl)pyrimidine

1-[5-methyl-4-(thiophen-2-yl)pyrimidin-2-yl]hydrazine

methyl 3-oxoheptanoate