1-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid methylamide

Base Information

• Chemical Name: 1-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid methylamide
• CAS No.: 1037835-17-8
• Molecular Formula: C₂₃H₂₅FN₄O₂
• Molecular Weight: 408.476
• Mol file: 1037835-17-8.mol

Synonyms:1-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid methylamide

Chemical Property of 1-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid methylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid methylamide

There total 11 articles about 1-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid methylamide 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: 50.0%

1-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid (1037835-16-7) + methylamine (74-89-5) → 1-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid methylamide (1037835-17-8)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 12h;

Reference yield:

N-benzyltropinone (28957-72-4) → 1-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid methylamide (1037835-17-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydroxylamine hydrochloride; sodium acetate / methanol / 20 °C

2.1: ethanol; sodium / 90 - 120 °C

2.2: 0 °C / pH 2

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 10 h / 0 - 20 °C

4.1: nickel / methanol / 12 h / 20 °C / 2844.39 Torr

5.1: tetrahydrofuran / 14.17 h / 20 °C

6.1: methanol; lithium hydroxide; water / 5 h / 20 °C

7.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / tetrahydrofuran; N,N-dimethyl-formamide / 12 h / 20 °C

With methanol; lithium hydroxide; ethanol; hydroxylamine hydrochloride; water; sodium acetate; sodium; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

Reference yield:

8-benzyl-8-azabicyclo[3.2.1] octan-3-one oxime (76272-34-9) → 1-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid methylamide (1037835-17-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ethanol; sodium / 90 - 120 °C

1.2: 0 °C / pH 2

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 10 h / 0 - 20 °C

3.1: nickel / methanol / 12 h / 20 °C / 2844.39 Torr

4.1: tetrahydrofuran / 14.17 h / 20 °C

5.1: methanol; lithium hydroxide; water / 5 h / 20 °C

6.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / tetrahydrofuran; N,N-dimethyl-formamide / 12 h / 20 °C

With methanol; lithium hydroxide; ethanol; water; sodium; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

upstream raw materials:

1-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid

methylamine

8-benzyl-8-azabicyclo[3.2.1] octan-3-one oxime

N-benzyltropinone