N-{3-[8-(4-bromo-3-methyl-5-propoxy-thiophene-2-carbonyl)-8-azabicyclo[3.2.1]oct-3-yl]-4-fluoro-benzyl}-2,2,2-trifluoro-acetamide

Base Information

Chemical Name:N-{3-[8-(4-bromo-3-methyl-5-propoxy-thiophene-2-carbonyl)-8-azabicyclo[3.2.1]oct-3-yl]-4-fluoro-benzyl}-2,2,2-trifluoro-acetamide
CAS No.:1314641-69-4
Molecular Formula:C₂₅H₂₇BrF₄N₂O₃S
Molecular Weight:591.465
Hs Code.:

Synonyms:N-{3-[8-(4-bromo-3-methyl-5-propoxy-thiophene-2-carbonyl)-8-azabicyclo[3.2.1]oct-3-yl]-4-fluoro-benzyl}-2,2,2-trifluoro-acetamide

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Chemical Property of N-{3-[8-(4-bromo-3-methyl-5-propoxy-thiophene-2-carbonyl)-8-azabicyclo[3.2.1]oct-3-yl]-4-fluoro-benzyl}-2,2,2-trifluoro-acetamide

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Technology Process of N-{3-[8-(4-bromo-3-methyl-5-propoxy-thiophene-2-carbonyl)-8-azabicyclo[3.2.1]oct-3-yl]-4-fluoro-benzyl}-2,2,2-trifluoro-acetamide

There total 7 articles about N-{3-[8-(4-bromo-3-methyl-5-propoxy-thiophene-2-carbonyl)-8-azabicyclo[3.2.1]oct-3-yl]-4-fluoro-benzyl}-2,2,2-trifluoro-acetamide 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:

: 866613-86-7
4-bromo-3-methyl-5-propoxy-thiophene-2-carboxylic acid

: 1314641-65-0
N-[3-(8-aza-bicyclo[3.2.1]oct-3-yl)-4-fluoro-benzyl]-2,2,2-trifluoro-acetamide hydrochloride

: 1314641-69-4
N-{3-[8-(4-bromo-3-methyl-5-propoxy-thiophene-2-carbonyl)-8-azabicyclo[3.2.1]oct-3-yl]-4-fluoro-benzyl}-2,2,2-trifluoro-acetamide

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmcl.2011.12.127

Reference yield:

: 202865-68-7
3-bromo-4-fluoro-benzylamine hydrochloride

: 1314641-69-4
N-{3-[8-(4-bromo-3-methyl-5-propoxy-thiophene-2-carbonyl)-8-azabicyclo[3.2.1]oct-3-yl]-4-fluoro-benzyl}-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / ethyl acetate / 0.2 h / 0 °C

1.2: 2.03 h / 0 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; hexamethyldistannane; lithium chloride / tetrahydrofuran / 6 h / 80 °C

2.2: 110 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 9 h / 20 °C / 3102.97 Torr

4.1: hydrogenchloride / 1,4-dioxane / 20 °C

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; hexamethyldistannane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; 2.2: Stille coupling;
DOI:10.1016/j.bmcl.2011.12.127

Reference yield:

: 1314641-62-7
N-(3-bromo-4-fluoro-benzyl)-2,2,2-trifluoroacetamide

: 1314641-69-4
N-{3-[8-(4-bromo-3-methyl-5-propoxy-thiophene-2-carbonyl)-8-azabicyclo[3.2.1]oct-3-yl]-4-fluoro-benzyl}-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; hexamethyldistannane; lithium chloride / tetrahydrofuran / 6 h / 80 °C

1.2: 110 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 9 h / 20 °C / 3102.97 Torr

3.1: hydrogenchloride / 1,4-dioxane / 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; hexamethyldistannane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; 1.2: Stille coupling;
DOI:10.1016/j.bmcl.2011.12.127