4-fluoro-N-((1S,2S)-2-hydroxy-7-(piperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)benzamide hydrochloride

Base Information

Chemical Name:4-fluoro-N-((1S,2S)-2-hydroxy-7-(piperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)benzamide hydrochloride
CAS No.:1373215-41-8
Molecular Formula:C₂₁H₂₄FN₃O₂*ClH
Molecular Weight:405.9
Hs Code.:

Synonyms:4-fluoro-N-((1S,2S)-2-hydroxy-7-(piperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)benzamide hydrochloride

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Chemical Property of 4-fluoro-N-((1S,2S)-2-hydroxy-7-(piperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)benzamide hydrochloride

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Technology Process of 4-fluoro-N-((1S,2S)-2-hydroxy-7-(piperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)benzamide hydrochloride

There total 7 articles about 4-fluoro-N-((1S,2S)-2-hydroxy-7-(piperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)benzamide 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: 89.0%

: 1373215-40-7
tert-butyl 4-((7S,8S)-8-(4-fluorobenzamido)-7-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)piperazine-1-carboxylate

: 1373215-41-8
4-fluoro-N-((1S,2S)-2-hydroxy-7-(piperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)benzamide hydrochloride

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 20 - 50 ℃; for 13h;
DOI:10.1021/ml500283g

Reference yield:

: (+/-)-trans-1-amino-7-bromo-1,2,3,4-tetrahydronaphthalen-2-ol

: 1373215-41-8
4-fluoro-N-((1S,2S)-2-hydroxy-7-(piperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)benzamide hydrochloride

Guidance literature:: Multi-step reaction with 5 steps

1: water; acetonitrile / 0.5 h / 77 °C / Inert atmosphere; Resolution of racemate

2: sodium hydrogencarbonate / water; tetrahydrofuran / 1 h / 0 - 5 °C

3: potassium carbonate; copper(l) iodide; N,N`-dimethylethylenediamine / toluene / 17 h / 110 °C / Inert atmosphere

4: borane-dimethyl sulfide complex / tetrahydrofuran / 1 h / 0 - 20 °C

5: hydrogenchloride / 1,4-dioxane / 13 h / 20 - 50 °C

With hydrogenchloride; copper(l) iodide; borane-dimethyl sulfide complex; sodium hydrogencarbonate; potassium carbonate; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; water; toluene; acetonitrile;
DOI:10.1021/ml500283g

Reference yield:

: 1373215-33-8
N-((1S,2S)-7-bromo-2-hydroxy-1,2,3,4-tetrahydronaphthalen-1-yl)-4-fluorobenzamide

: 1373215-41-8
4-fluoro-N-((1S,2S)-2-hydroxy-7-(piperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)benzamide hydrochloride

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate; copper(l) iodide; N,N`-dimethylethylenediamine / toluene / 17 h / 110 °C / Inert atmosphere

2: borane-dimethyl sulfide complex / tetrahydrofuran / 1 h / 0 - 20 °C

3: hydrogenchloride / 1,4-dioxane / 13 h / 20 - 50 °C

With hydrogenchloride; copper(l) iodide; borane-dimethyl sulfide complex; potassium carbonate; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; toluene;
DOI:10.1021/ml500283g