3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-8-fluoro-N-(1-phenylcyclopropyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxamide

Base Information

Chemical Name:3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-8-fluoro-N-(1-phenylcyclopropyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxamide
CAS No.:1336960-27-0
Molecular Formula:C₃₇H₃₇BrF₄N₄O
Molecular Weight:709.625
Hs Code.:

Synonyms:3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-8-fluoro-N-(1-phenylcyclopropyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxamide

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Chemical Property of 3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-8-fluoro-N-(1-phenylcyclopropyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxamide

Chemical Property:

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Technology Process of 3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-8-fluoro-N-(1-phenylcyclopropyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxamide

There total 10 articles about 3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-8-fluoro-N-(1-phenylcyclopropyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxamide 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: 34.0%

: 1337595-91-1
3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-8-fluoro-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid

: 41049-53-0,773012-60-5
1-phenylcyclopropylamine

: 1336960-27-0
3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-8-fluoro-N-(1-phenylcyclopropyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxamide

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In tetrahydrofuran; dichloromethane; for 16h; Reflux;

Reference yield:

3-bromo-2-fluorobenzoic acid: 161957-56-8
3-bromo-2-fluorobenzoic acid

: 1336960-27-0
3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-8-fluoro-N-(1-phenylcyclopropyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine; diphenyl phosphoryl azide / toluene; tert-butyl alcohol / 4 h / Reflux

1.2: 18 h / 20 °C

2.1: hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate / 1,4-dioxane; water / 1 h / 50 - 80 °C

3.1: sulfuric acid / 1.5 h / 50 - 80 °C

4.1: potassium hydroxide / ethanol; water

4.2: 1.5 h / Reflux

4.3: pH 2

5.1: thionyl chloride / 3 h / Reflux

5.2: 20 °C

6.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 18 h / Reflux

7.1: potassium carbonate / acetonitrile / 4 h / Reflux

8.1: hydrogenchloride / water / 16 h / Reflux

9.1: triethylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane; tetrahydrofuran / 16 h / Reflux

With hydrogenchloride; N-Bromosuccinimide; thionyl chloride; sulfuric acid; diphenyl phosphoryl azide; hydroxylamine hydrochloride; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; sodium sulfate; triethylamine; potassium hydroxide; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; ethanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol;

Reference yield:

: 1072-85-1
o-fluorobromobenzene

: 1336960-27-0
3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-8-fluoro-N-(1-phenylcyclopropyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran / 2 h / -78 °C

1.3: pH 2

2.1: triethylamine; diphenyl phosphoryl azide / toluene; tert-butyl alcohol / 4 h / Reflux

2.2: 18 h / 20 °C

3.1: hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate / 1,4-dioxane; water / 1 h / 50 - 80 °C

4.1: sulfuric acid / 1.5 h / 50 - 80 °C

5.1: potassium hydroxide / ethanol; water

5.2: 1.5 h / Reflux

5.3: pH 2

6.1: thionyl chloride / 3 h / Reflux

6.2: 20 °C

7.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 18 h / Reflux

8.1: potassium carbonate / acetonitrile / 4 h / Reflux

9.1: hydrogenchloride / water / 16 h / Reflux

10.1: triethylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane; tetrahydrofuran / 16 h / Reflux

With hydrogenchloride; N-Bromosuccinimide; n-butyllithium; thionyl chloride; sulfuric acid; diphenyl phosphoryl azide; hydroxylamine hydrochloride; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; sodium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; ethanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol;