3-carbamoylisoxazol-5-ylmethyl{7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl}carbamate

Base Information

• Chemical Name: 3-carbamoylisoxazol-5-ylmethyl{7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl}carbamate
• CAS No.: 1239319-64-2
• Molecular Formula: C₂₅H₂₆FN₅O₄
• Molecular Weight: 479.511
• Mol file: 1239319-64-2.mol

Synonyms:3-carbamoylisoxazol-5-ylmethyl{7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl}carbamate

Chemical Property of 3-carbamoylisoxazol-5-ylmethyl{7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-carbamoylisoxazol-5-ylmethyl{7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl}carbamate

There total 9 articles about 3-carbamoylisoxazol-5-ylmethyl{7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl}carbamate 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:

3-carbamoylisoxazol-5-ylmethyl[7-(5-bromopyridin-2-yl)-7-azaspiro[3.5]non-2-yl]carbamate (1239319-63-1) + 4-fluoroboronic acid (1765-93-1) → 3-carbamoylisoxazol-5-ylmethyl{7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl}carbamate (1239319-64-2)

Guidance literature:

With caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; at 75 ℃; for 12h; Inert atmosphere;

Reference yield:

tert-butyl 2-(3-carbamoylisoxazol-5-ylmethoxycarbonylamino)-7-azaspiro[3.5]nonane-7-carboxylate (1239319-84-6) → 3-carbamoylisoxazol-5-ylmethyl{7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl}carbamate (1239319-64-2)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / 1,4-dioxane / 12 h / 20 °C / Cooling with ice

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide; acetonitrile / 12 h / 100 °C / Sealed tube

3: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; tetrahydrofuran / 12 h / 75 °C / Inert atmosphere

With hydrogenchloride; caesium carbonate; N-ethyl-N,N-diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

tert-butyl 2-(hydroxyimino)-7-azaspiro[3.5]nonane-7-carboxylate (1239320-24-1) → 3-carbamoylisoxazol-5-ylmethyl{7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl}carbamate (1239319-64-2)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogen; ammonia / Raney nickel / methanol / 2.5 h / 20 °C / 1034.32 Torr

2: N-ethyl-N,N-diisopropylamine / dmap / dichloromethane / 6 h / 0 - 20 °C

3: N-ethyl-N,N-diisopropylamine / dmap / 1,2-dichloro-ethane / 12 h / 90 °C / Sealed tube

4: hydrogenchloride / 1,4-dioxane / 12 h / 20 °C / Cooling with ice

5: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide; acetonitrile / 12 h / 100 °C / Sealed tube

6: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; tetrahydrofuran / 12 h / 75 °C / Inert atmosphere

With hydrogenchloride; ammonia; hydrogen; caesium carbonate; N-ethyl-N,N-diisopropylamine; dmap; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

3-carbamoylisoxazol-5-ylmethyl[7-(5-bromopyridin-2-yl)-7-azaspiro[3.5]non-2-yl]carbamate

4-fluoroboronic acid

tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

2-((methylsulfonyl)oxy)-7-azaspiro[3.5]nonane-7-carboxylic acid tert-butyl ester