8-(4-amino-2,5-difluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

Base Information

Chemical Name:8-(4-amino-2,5-difluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid
CAS No.:1371629-36-5
Molecular Formula:C₂₀H₁₆F₂N₂O₃
Molecular Weight:370.355
Hs Code.:

Synonyms:8-(4-amino-2,5-difluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

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Chemical Property of 8-(4-amino-2,5-difluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

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Technology Process of 8-(4-amino-2,5-difluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

There total 12 articles about 8-(4-amino-2,5-difluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid 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: 66.0%

: 1371630-25-9
methyl 8-(4-amino-2,5-difluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

: 1371629-36-5
8-(4-amino-2,5-difluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

Guidance literature:: methyl 8-(4-amino-2,5-difluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate; With water; lithium hydroxide; In tetrahydrofuran; at 30 ℃; for 18h;

With hydrogenchloride; In tetrahydrofuran; water; Product distribution / selectivity;

Reference yield:

: 112279-60-4
4-bromo-2,5-difluoroaniline

: 1371629-36-5
8-(4-amino-2,5-difluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane / 16 h / 90 °C

2: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / toluene; ethanol; water / 4 h / 90 °C / Inert atmosphere

3: water; lithium hydroxide / tetrahydrofuran / 18 h / 30 °C

With water; potassium acetate; sodium carbonate; lithium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; toluene; 2: Suzuki Coupling;

Reference yield:

: (3-methyl-4-chloropyridin-2-yl)cyclopropylmethanol

: 1371629-36-5
8-(4-amino-2,5-difluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: manganese(IV) oxide / dichloromethane / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 3 h / 0 °C

2.2: 40 °C

3.1: sulfuric acid; acetic acid / 20 °C

3.2: pH 8 - 9

4.1: piperidine; acetic acid / ethanol / 5 h / 100 °C

5.1: diphenyl ether-biphenyl eutectic / 0.5 h / 240 °C / microwave irradiation

6.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / toluene; ethanol; water / 4 h / 90 °C / Inert atmosphere

7.1: water; lithium hydroxide / tetrahydrofuran / 18 h / 30 °C

With piperidine; manganese(IV) oxide; sulfuric acid; water; sodium hydride; sodium carbonate; acetic acid; lithium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; diphenyl ether-biphenyl eutectic; ethanol; dichloromethane; water; toluene; mineral oil; 6.1: Suzuki Coupling;