C₁₇H₁₅N₅O₄

Base Information

• Chemical Name: C₁₇H₁₅N₅O₄
• CAS No.: 1316652-17-1
• Molecular Formula: C₁₇H₁₅N₅O₄
• Molecular Weight: 353.337
• Mol file: 1316652-17-1.mol

Synonyms:

Chemical Property of C₁₇H₁₅N₅O₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₇H₁₅N₅O₄

There total 7 articles about C₁₇H₁₅N₅O₄ 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:

1-azido-2-(4'-nitrophenyl)ethane (70079-91-3) + 3-ethynyl-N-hydroxybenzamide (1316652-54-6) → C17H15N5O4 (1316652-17-1)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine; In water; dimethyl sulfoxide; at 20 ℃; for 24h; Combinatorial reaction / High throughput screening (HTS);

DOI:10.1021/jm300837y

Reference yield:

3-Iodobenzoic acid (618-51-9) → C17H15N5O4 (1316652-17-1)

Guidance literature:

Multi-step reaction with 6 steps

1: sulfuric acid / 30 h / Reflux

2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 18 h / 20 °C

3: sodium hydroxide; water / methanol / 5 h / 0 - 20 °C

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 24 h / 20 °C

5: toluene-4-sulfonic acid / methanol / 12 h / 20 °C

6: copper(II) sulfate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine; sodium L-ascorbate / water; dimethyl sulfoxide / 24 h / 20 °C / Combinatorial reaction / High throughput screening (HTS)

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sulfuric acid; water; benzotriazol-1-ol; toluene-4-sulfonic acid; copper(II) sulfate; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;

DOI:10.1021/jm300837y

Reference yield:

methyl 3-iodo-benzoate (618-91-7) → C17H15N5O4 (1316652-17-1)

Guidance literature:

Multi-step reaction with 5 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 18 h / 20 °C

2: sodium hydroxide; water / methanol / 5 h / 0 - 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 24 h / 20 °C

4: toluene-4-sulfonic acid / methanol / 12 h / 20 °C

5: copper(II) sulfate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine; sodium L-ascorbate / water; dimethyl sulfoxide / 24 h / 20 °C / Combinatorial reaction / High throughput screening (HTS)

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; water; benzotriazol-1-ol; toluene-4-sulfonic acid; copper(II) sulfate; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling;

DOI:10.1021/jm300837y

upstream raw materials:

1-azido-2-(4'-nitrophenyl)ethane

3-ethynyl-N-hydroxybenzamide

3-Iodobenzoic acid

methyl 3-iodo-benzoate

Refernces

• 1、 Suzuki, Takayoshi,Ota, Yosuke,Ri, Masaki,Bando, Masashige,Gotoh, Aogu,Itoh, Yukihiro,Tsumoto, Hiroki,Tatum, Prima R.,Mizukami, Tamio,Nakagawa, Hidehiko,Iida, Shinsuke,Ueda, Ryuzo,Shirahige, Katsuhiko,Miyata, Naoki. "Rapid discovery of highly potent and selective inhibitors of histone deacetylase 8 using click chemistry to generate candidate libraries". supporting information. p. 9562 - 9575. Retrieved 2013/01/16.