2-bromo-4-fluoro-6-(9-oxo-4,4-dimethyl-1,10diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾,7-dien-10-yl)benzyl acetate

Base Information

• Chemical Name: 2-bromo-4-fluoro-6-(9-oxo-4,4-dimethyl-1,10diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾,7-dien-10-yl)benzyl acetate
• CAS No.: 1346674-61-0
• Molecular Formula: C₂₁H₂₂BrFN₂O₃
• Molecular Weight: 449.32

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

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

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

There total 12 articles about 2-bromo-4-fluoro-6-(9-oxo-4,4-dimethyl-1,10diazatricyclo[6.4.0.0^2,6]dodeca-2⁽⁶⁾,7-dien-10-yl)benzyl acetate 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: 56.0%

2,6-dibromo-4-fluorobenzyl acetate (1346674-62-1) + ethyl 1-(2-aminoethyl)-5,5-dimethyl-1,4,5,6-tetrahydrocyclo-penta[b]pyrrole-2-carboxylate hydrochloride → 2-bromo-4-fluoro-6-(9-oxo-4,4-dimethyl-1,10diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl)benzyl acetate (1346674-61-0)

Guidance literature:

2,6-dibromo-4-fluorobenzyl acetate; ethyl 1-(2-aminoethyl)-5,5-dimethyl-1,4,5,6-tetrahydrocyclo-penta[b]pyrrole-2-carboxylate hydrochloride; With caesium carbonate; In 1,4-dioxane; for 0.5h; Sealed tube;

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 16h;

Reference yield: 56.0%

2,6-dibromo-4-fluorobenzyl acetate (1346674-62-1) + 7,7-dimethyl-3,4,7,8-tetrahydro-2H-cyclopenta[4,5]pyrrolo-[1,2-a]pyrazin-1(6H)-one (1346674-23-4) → 2-bromo-4-fluoro-6-(9-oxo-4,4-dimethyl-1,10diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl)benzyl acetate (1346674-61-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 16h; Sealed tube;

Reference yield:

(2,6-dibromo-4-fluorophenyl)methanol (1346674-69-8) → 2-bromo-4-fluoro-6-(9-oxo-4,4-dimethyl-1,10diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl)benzyl acetate (1346674-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 16 h / 20 °C

2.1: caesium carbonate / 1,4-dioxane / 0.5 h / Sealed tube

2.2: 16 h / 100 °C

With caesium carbonate; triethylamine; In 1,4-dioxane; dichloromethane;

upstream raw materials:

(2,6-dibromo-4-fluorophenyl)methanol

2,6-dibromo-4-fluorobenzaldehyde

1,3-dibromo-5-fluoro-2-iodobenzene

2,6-dibromo-4-fluorobenzyl acetate

Downstream raw materials:

2-(7,7-dimethyl-1-oxo-3,4,7,8-tetrahydro-1H-cyclopenta[4,5]pyrrolo[1,2-a]pyrazin-2(6H)-yl)-4-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate

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