[3-(5-aminomethyl-2-fluoro-phenyl)-8-aza-bicyclo[3.2.1]oct-8-yl]-(4-bromo-3-methyl-5-propoxy-thiophen-2-yl)-methanone hydrochloride

Base Information

Chemical Name:[3-(5-aminomethyl-2-fluoro-phenyl)-8-aza-bicyclo[3.2.1]oct-8-yl]-(4-bromo-3-methyl-5-propoxy-thiophen-2-yl)-methanone hydrochloride
CAS No.:1314641-61-6
Molecular Formula:C₂₃H₂₈BrFN₂O₂S*ClH
Molecular Weight:531.917
Hs Code.:

Synonyms:[3-(5-aminomethyl-2-fluoro-phenyl)-8-aza-bicyclo[3.2.1]oct-8-yl]-(4-bromo-3-methyl-5-propoxy-thiophen-2-yl)-methanone hydrochloride

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Chemical Property of [3-(5-aminomethyl-2-fluoro-phenyl)-8-aza-bicyclo[3.2.1]oct-8-yl]-(4-bromo-3-methyl-5-propoxy-thiophen-2-yl)-methanone hydrochloride

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Technology Process of [3-(5-aminomethyl-2-fluoro-phenyl)-8-aza-bicyclo[3.2.1]oct-8-yl]-(4-bromo-3-methyl-5-propoxy-thiophen-2-yl)-methanone hydrochloride

There total 8 articles about [3-(5-aminomethyl-2-fluoro-phenyl)-8-aza-bicyclo[3.2.1]oct-8-yl]-(4-bromo-3-methyl-5-propoxy-thiophen-2-yl)-methanone hydrochloride 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:

: 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

: 1314641-61-6
[3-(5-aminomethyl-2-fluoro-phenyl)-8-aza-bicyclo[3.2.1]oct-8-yl]-(4-bromo-3-methyl-5-propoxy-thiophen-2-yl)-methanone hydrochloride

Guidance literature:: 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; With potassium carbonate; In methanol; water; at 20 ℃;

With hydrogenchloride; In diethyl ether;
DOI:10.1016/j.bmcl.2011.12.127

Reference yield:

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

: 1314641-61-6
[3-(5-aminomethyl-2-fluoro-phenyl)-8-aza-bicyclo[3.2.1]oct-8-yl]-(4-bromo-3-methyl-5-propoxy-thiophen-2-yl)-methanone hydrochloride

Guidance literature:: Multi-step reaction with 6 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

6.1: potassium carbonate / methanol; water / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; hexamethyldistannane; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 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

: 1314641-61-6
[3-(5-aminomethyl-2-fluoro-phenyl)-8-aza-bicyclo[3.2.1]oct-8-yl]-(4-bromo-3-methyl-5-propoxy-thiophen-2-yl)-methanone hydrochloride

Guidance literature:: Multi-step reaction with 5 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

5.1: potassium carbonate / methanol; water / 20 °C

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