4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[(4-oxocyclohexyl)methyl]benzamide

Base Information

• Chemical Name: 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[(4-oxocyclohexyl)methyl]benzamide
• CAS No.: 1093685-27-8
• Molecular Formula: C₂₅H₂₅N₃O₃
• Molecular Weight: 415.492
• Mol file: 1093685-27-8.mol

Synonyms:4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[(4-oxocyclohexyl)methyl]benzamide

Chemical Property of 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[(4-oxocyclohexyl)methyl]benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[(4-oxocyclohexyl)methyl]benzamide

There total 10 articles about 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[(4-oxocyclohexyl)methyl]benzamide 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: 71.0%

4-(5-cyano-7-isopropyl-benzooxazol-2-yl)-benzoic acid (1093395-66-4) + 4-Aminomethyl-cyclohexanone (934475-93-1) → 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[(4-oxocyclohexyl)methyl]benzamide (1093685-27-8)

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;

DOI:10.1016/j.bmcl.2011.02.049

Reference yield:

4-(5-cyano-7-isopropyl-benzooxazol-2-yl)-benzoic acid (1093395-66-4) + C2HF3O2*C7H13NO → 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[(4-oxocyclohexyl)methyl]benzamide (1093685-27-8)

Guidance literature:

4-(5-cyano-7-isopropyl-benzooxazol-2-yl)-benzoic acid; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.0833333h;

C₂HF₃O₂*C₇H₁₃NO; In dichloromethane; at 25 ℃;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

Bromoxynil (1689-84-5) → 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[(4-oxocyclohexyl)methyl]benzamide (1093685-27-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: acetic acid; sodium nitrite / 50 °C / Inert atmosphere

2.1: iron(III) chloride; pyrographite / methanol / 0.25 h / 65 °C / Inert atmosphere

2.2: Inert atmosphere; Reflux

3.1: 1,4-dioxane / Inert atmosphere; Reflux

3.2: Reflux

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; water; toluene / 91 °C / Inert atmosphere

5.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 3 h / 60 °C / 517.16 Torr

6.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 1 h / 50 °C / Inert atmosphere

7.1: benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 20 °C

7.2: 25 °C

With iron(III) chloride; lithium hydroxide monohydrate; water; hydrogen; sodium carbonate; pyrographite; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium nitrite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; toluene;

upstream raw materials:

4-(5-cyano-7-isopropyl-benzooxazol-2-yl)-benzoic acid

4-Aminomethyl-cyclohexanone

(4-oxo-cyclohexylmethyl)-carbamic acid tert-butyl ester

Bromoxynil

Downstream raw materials:

C₃₅H₃₇N₃O₂

C₃₂H₂₈F₃N₃O₂

C₃₂H₂₈F₃N₃O₂

C₃₂H₃₁N₃O₂