methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoline-6-carboxylate

Base Information

Chemical Name:methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoline-6-carboxylate
CAS No.:1411982-78-9
Molecular Formula:C₂₇H₃₄FN₃O₄S
Molecular Weight:515.649
Hs Code.:

Synonyms:methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoline-6-carboxylate

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Chemical Property of methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoline-6-carboxylate

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Technology Process of methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoline-6-carboxylate

There total 12 articles about methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoline-6-carboxylate 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:

: 316141-37-4
(R)-2-ethynyl-1-pyrrolidinecarboxylic acid,1,1-dimethylethyl ester

: 1411982-78-9
methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoline-6-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - -30 °C / Inert atmosphere

1.2: -30 - -10 °C

2.1: lithium chloride / bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1 h / 95 °C / Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / ethanol / 4 h

4.1: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

6.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 1 h / 100 °C / Inert atmosphere

7.1: sulfuric acid / methanol / 100 h / 20 °C / Reflux

8.1: pyridine / dichloromethane / 2 h / 20 °C

9.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylneopentylphosphonium tetrafluoroborate / 1,4-dioxane; dimethyl sulfoxide / 1 h / 95 °C / Inert atmosphere

With pyridine; N-Bromosuccinimide; n-butyllithium; sulfuric acid; hydrogen; caesium carbonate; trifluoroacetic acid; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylneopentylphosphonium tetrafluoroborate; palladium 10% on activated carbon; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 351003-45-7
2-bromo-4-fluorobenzene-1-sulfonyl chloride

: 1411982-78-9
methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoline-6-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 2 h / 20 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylneopentylphosphonium tetrafluoroborate / 1,4-dioxane; dimethyl sulfoxide / 1 h / 95 °C / Inert atmosphere

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylneopentylphosphonium tetrafluoroborate; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide;

Reference yield:

: 64241-01-6
methyl 2-amino-6-hydroxybenzoate

: 1411982-78-9
methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoline-6-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1: sodium hydrogencarbonate / ethyl acetate; water

2: pyridine / dichloromethane / 1 h / Cooling with ice

3: lithium chloride / bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1 h / 95 °C / Inert atmosphere

4: hydrogen / palladium 10% on activated carbon / ethanol / 4 h

5: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C

6: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

7: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 1 h / 100 °C / Inert atmosphere

8: sulfuric acid / methanol / 100 h / 20 °C / Reflux

9: pyridine / dichloromethane / 2 h / 20 °C

10: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylneopentylphosphonium tetrafluoroborate / 1,4-dioxane; dimethyl sulfoxide / 1 h / 95 °C / Inert atmosphere

With pyridine; N-Bromosuccinimide; sulfuric acid; hydrogen; sodium hydrogencarbonate; caesium carbonate; trifluoroacetic acid; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylneopentylphosphonium tetrafluoroborate; palladium 10% on activated carbon; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;