C₂₄H₂₄FN₃O₄

Base Information

• Chemical Name: C₂₄H₂₄FN₃O₄
• CAS No.: 1400003-23-7
• Molecular Formula: C₂₄H₂₄FN₃O₄
• Molecular Weight: 437.471
• Mol file: 1400003-23-7.mol

Synonyms:C₂₄H₂₄FN₃O₄

Chemical Property of C₂₄H₂₄FN₃O₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₄H₂₄FN₃O₄

There total 11 articles about C₂₄H₂₄FN₃O₄ 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-benzyloxy-5-(4-fluorobenzylcarbamoyl)-3-methoxypyridine-2-carboxylic acid (880261-52-9) + N-ethyl-N,N-diisopropylamine (7087-68-5) → C24H24FN3O4 (1400003-23-7)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jm3010459

Reference yield:

4-hydroxy-6-methylnicotinic acid (67367-33-3) → C24H24FN3O4 (1400003-23-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: bromine / water; acetic acid / 5 h / 60 °C / Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 9 h / 20 °C / Inert atmosphere

3.1: copper(l) iodide; sodium methylate / N,N-dimethyl-formamide / 1.67 h / 105 °C / Inert atmosphere

4.1: tributylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran; toluene / 2.5 h / Cooling with ice; Reflux; Inert atmosphere

5.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 2 h / 20 °C / Cooling with ice; Inert atmosphere

6.1: acetic anhydride / 0.5 h / 80 °C

6.2: 1 h / 20 °C / Inert atmosphere; Cooling with ice

7.1: sulfur trioxide pyridine complex; triethylamine / chloroform; dimethyl sulfoxide / 0.33 h / 20 °C / Cooling with ice; Inert atmosphere

8.1: iodine; potassium hydroxide / 1 h / Cooling with ice; Inert atmosphere

9.1: sodium hydroxide / methanol; water / 2 h / 20 °C / Inert atmosphere

10.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

With copper(l) iodide; tributylphosphine; di-isopropyl azodicarboxylate; bromine; iodine; sodium methylate; sulfur trioxide pyridine complex; acetic anhydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; methanol; chloroform; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 4.1: |Mitsunobu Displacement;

DOI:10.1021/jm3010459

Reference yield:

5-bromo-4-hydroxy-6-methylnicotinic acid (141703-16-4,86788-98-9) → C24H24FN3O4 (1400003-23-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 9 h / 20 °C / Inert atmosphere

2.1: copper(l) iodide; sodium methylate / N,N-dimethyl-formamide / 1.67 h / 105 °C / Inert atmosphere

3.1: tributylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran; toluene / 2.5 h / Cooling with ice; Reflux; Inert atmosphere

4.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 2 h / 20 °C / Cooling with ice; Inert atmosphere

5.1: acetic anhydride / 0.5 h / 80 °C

5.2: 1 h / 20 °C / Inert atmosphere; Cooling with ice

6.1: sulfur trioxide pyridine complex; triethylamine / chloroform; dimethyl sulfoxide / 0.33 h / 20 °C / Cooling with ice; Inert atmosphere

7.1: iodine; potassium hydroxide / 1 h / Cooling with ice; Inert atmosphere

8.1: sodium hydroxide / methanol; water / 2 h / 20 °C / Inert atmosphere

9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

With copper(l) iodide; tributylphosphine; di-isopropyl azodicarboxylate; iodine; sodium methylate; sulfur trioxide pyridine complex; acetic anhydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; methanol; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 3.1: |Mitsunobu Displacement;

DOI:10.1021/jm3010459

upstream raw materials:

4-benzyloxy-5-(4-fluorobenzylcarbamoyl)-3-methoxypyridine-2-carboxylic acid

N-ethyl-N,N-diisopropylamine

4-hydroxy-6-methylnicotinic acid

5-bromo-4-hydroxy-6-methylnicotinic acid