2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾, 7-dien-10-yl}-4-fluoro-N-methylbenzamide

Base Information

• Chemical Name: 2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾, 7-dien-10-yl}-4-fluoro-N-methylbenzamide
• CAS No.: 1433990-52-3
• Molecular Formula: C₂₀H₂₁BrFN₃O₂
• Molecular Weight: 434.308
• Mol file: 1433990-52-3.mol

Synonyms:2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾, 7-dien-10-yl}-4-fluoro-N-methylbenzamide

Chemical Property of 2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾, 7-dien-10-yl}-4-fluoro-N-methylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾, 7-dien-10-yl}-4-fluoro-N-methylbenzamide

There total 10 articles about 2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾, 7-dien-10-yl}-4-fluoro-N-methylbenzamide 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: 70.0%

2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}-4-fluorobenzoic Acid (1433990-51-2) + methylamine hydrochloride (593-51-1) → 2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6), 7-dien-10-yl}-4-fluoro-N-methylbenzamide (1433990-52-3)

Guidance literature:

2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾,7-dien-10-yl}-4-fluorobenzoic Acid; With dmap; triethylamine; HATU; In N,N-dimethyl-formamide; at 25 ℃; for 0.5h;

methylamine hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 2.5h;

Reference yield:

3,3-dimethylcyclopentanone (20500-49-6) → 2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6), 7-dien-10-yl}-4-fluoro-N-methylbenzamide (1433990-52-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: trichlorophosphate / dichloromethane / 1 h / 0 - 20 °C

1.2: 20 h / Reflux

2.1: benzene / 14 h / Inert atmosphere

3.1: sodium azide / dimethyl sulfoxide / 8 h / 75 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen; hydrogenchloride / ethanol; ethyl acetate / 6 h / 2585.81 Torr

6.1: sodium ethanolate / ethanol

7.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 5 h / 80 °C / Inert atmosphere

8.1: 2-methyl-but-2-ene; sodium formate; NaH₂PO₄.dihydrate / dichloromethane; tert-butyl alcohol / 1 h / 0 °C

9.1: triethylamine; HATU; dmap / N,N-dimethyl-formamide / 0.5 h / 25 °C

9.2: 2.5 h / 25 °C

With hydrogenchloride; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium azide; 2-methyl-but-2-ene; palladium 10% on activated carbon; NaH₂PO₄.dihydrate; hydrogen; sodium ethanolate; sodium formate; potassium acetate; sodium hydride; triethylamine; HATU; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trichlorophosphate; In 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol; benzene;

Reference yield:

2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}-4-fluorobenzaldehyde (1433990-49-8) → 2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6), 7-dien-10-yl}-4-fluoro-N-methylbenzamide (1433990-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2-methyl-but-2-ene; sodium formate; NaH₂PO₄.dihydrate / dichloromethane; tert-butyl alcohol / 1 h / 0 °C

2.1: triethylamine; HATU; dmap / N,N-dimethyl-formamide / 0.5 h / 25 °C

2.2: 2.5 h / 25 °C

With dmap; 2-methyl-but-2-ene; NaH₂PO₄.dihydrate; sodium formate; triethylamine; HATU; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾,7-dien-10-yl}-4-fluorobenzaldehyde

2-bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾,7-dien-10-yl}-4-fluorobenzoic Acid

methylamine hydrochloride

3-Methyl-2-cyclopenten-1-one