4-(8-azabicyclo[3.2.1]octan-8-yl)-2-bromobenzonitrile

Base Information

• Chemical Name: 4-(8-azabicyclo[3.2.1]octan-8-yl)-2-bromobenzonitrile
• CAS No.: 946388-45-0
• Molecular Formula: C₁₄H₁₅BrN₂
• Molecular Weight: 291.19
• Mol file: 946388-45-0.mol

Synonyms:4-(8-azabicyclo[3.2.1]octan-8-yl)-2-bromobenzonitrile

Chemical Property of 4-(8-azabicyclo[3.2.1]octan-8-yl)-2-bromobenzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(8-azabicyclo[3.2.1]octan-8-yl)-2-bromobenzonitrile

There total 1 articles about 4-(8-azabicyclo[3.2.1]octan-8-yl)-2-bromobenzonitrile 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: 47.0%

2-bromo-4-fluorobenzonitrile (36282-26-5) + 8-azabicyclo[3.2.1]octane hydrochloride (6760-99-2) → 4-(8-azabicyclo[3.2.1]octan-8-yl)-2-bromobenzonitrile (946388-45-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 130 ℃; for 0.416667h; microwave irradiation;

DOI:10.1021/jm070276i

Reference yield: 91.0%

4-(8-azabicyclo[3.2.1]octan-8-yl)-2-bromobenzonitrile (946388-45-0) + phenylmagnesium bromide (1589-82-8) → 2-benzyl-4-(8-azabicyclo[3.2.1]octan-8-yl)benzonitrile (946388-46-1)

Guidance literature:

benzylmagnesium bromide; With zinc(II) chloride; In tetrahydrofuran; 1,4-dioxane; at 20 ℃; for 0.5h;

4-(8-azabicyclo[3.2.1]octan-8-yl)-2-bromobenzonitrile; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; for 3h; Further stages.; Heating;

DOI:10.1021/jm070276i

Reference yield:

4-(8-azabicyclo[3.2.1]octan-8-yl)-2-bromobenzonitrile (946388-45-0) → (2-benzyl-4-(8-azabicyclo[3.2.1]octan-8-yl)phenyl)methanamine (946388-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ZnCl₂ / dioxane; tetrahydrofuran / 0.5 h / 20 °C

1.2: 91 percent / Pd(dppf)2Cl₂ / tetrahydrofuran; dioxane / 3 h / Heating

2.1: 76 percent / H₂; NH₃ / Raney nickel / methanol / 2 h / 20 °C / 3102.97 Torr

With ammonia; hydrogen; zinc(II) chloride; nickel; In tetrahydrofuran; 1,4-dioxane; methanol;

DOI:10.1021/jm070276i

upstream raw materials:

2-bromo-4-fluorobenzonitrile

8-azabicyclo[3.2.1]octane hydrochloride

Downstream raw materials:

2-benzyl-4-(8-azabicyclo[3.2.1]octan-8-yl)benzonitrile

(2-benzyl-4-(8-azabicyclo[3.2.1]octan-8-yl)phenyl)methanamine

1-(2-benzyl-4-(8-azabicyclo[3.2.1]octan-8-yl)benzyl)-3-(1H-indazol-4-yl)urea