N-(1-aza-bicyclo[2.2.2]octan-2-ylmethyl)-4-fluorobenzamide trifluoroacetate

Base Information

• Chemical Name: N-(1-aza-bicyclo[2.2.2]octan-2-ylmethyl)-4-fluorobenzamide trifluoroacetate
• CAS No.: 1378379-54-4
• Molecular Formula: C₂HF₃O₂*C₁₅H₁₉FN₂O
• Molecular Weight: 376.351
• Mol file: 1378379-54-4.mol

Synonyms:

Chemical Property of N-(1-aza-bicyclo[2.2.2]octan-2-ylmethyl)-4-fluorobenzamide trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-aza-bicyclo[2.2.2]octan-2-ylmethyl)-4-fluorobenzamide trifluoroacetate

There total 3 articles about N-(1-aza-bicyclo[2.2.2]octan-2-ylmethyl)-4-fluorobenzamide trifluoroacetate 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: 76.0%

N-((1-aza-bicyclo[2.2.2]oct-2-en-2-yl)methyl)-4-fluorobenzamide (1378380-33-6) + trifluoroacetic acid (76-05-1) → N-(1-aza-bicyclo[2.2.2]octan-2-ylmethyl)-4-fluorobenzamide trifluoroacetate (1378379-54-4)

Guidance literature:

N-((1-aza-bicyclo[2.2.2]oct-2-en-2-yl)methyl)-4-fluorobenzamide; With palladium on activated charcoal; hydrogen; In methanol; for 3h;

trifluoroacetic acid;

DOI:10.1021/jm300030r

Reference yield:

3-hydroxy-2-methylene-1-azabicyclo<2.2.2>octane (135757-79-8) → N-(1-aza-bicyclo[2.2.2]octan-2-ylmethyl)-4-fluorobenzamide trifluoroacetate (1378379-54-4)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / dichloromethane / 16 h

2: ammonia / methanol; water / 4 h / 25 °C

3: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 14 h / 25 °C / Inert atmosphere

4: palladium on activated charcoal; hydrogen / methanol / 3 h

With 4-methyl-morpholine; thionyl chloride; palladium on activated charcoal; ammonia; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; water;

DOI:10.1021/jm300030r

Reference yield:

2-methylene-3-quinuclidinone hydrochloride (5832-54-2) → N-(1-aza-bicyclo[2.2.2]octan-2-ylmethyl)-4-fluorobenzamide trifluoroacetate (1378379-54-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / dichloromethane; water / 72 h / 25 °C

1.2: 0.5 h / 0 °C

2.1: thionyl chloride / dichloromethane / 16 h

3.1: ammonia / methanol; water / 4 h / 25 °C

4.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 14 h / 25 °C / Inert atmosphere

5.1: palladium on activated charcoal; hydrogen / methanol / 3 h

With 4-methyl-morpholine; thionyl chloride; palladium on activated charcoal; ammonia; hydrogen; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; water;

DOI:10.1021/jm300030r

upstream raw materials:

N-((1-aza-bicyclo[2.2.2]oct-2-en-2-yl)methyl)-4-fluorobenzamide

trifluoroacetic acid

2-methylene-3-quinuclidinone hydrochloride

3-hydroxy-2-methylene-1-azabicyclo<2.2.2>octane