8-Cyano-4-{3-[4-(4-fluoro-2-methoxy-phenyl)-piperazin-1-yl]-propylamino}-quinoline-3-carboxylic acid dimethylamide

Base Information

Chemical Name:8-Cyano-4-{3-[4-(4-fluoro-2-methoxy-phenyl)-piperazin-1-yl]-propylamino}-quinoline-3-carboxylic acid dimethylamide
CAS No.:193975-16-5
Molecular Formula:C₂₇H₃₁FN₆O₂
Molecular Weight:490.581
Hs Code.:

Synonyms:8-Cyano-4-{3-[4-(4-fluoro-2-methoxy-phenyl)-piperazin-1-yl]-propylamino}-quinoline-3-carboxylic acid dimethylamide

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Chemical Property of 8-Cyano-4-{3-[4-(4-fluoro-2-methoxy-phenyl)-piperazin-1-yl]-propylamino}-quinoline-3-carboxylic acid dimethylamide

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Technology Process of 8-Cyano-4-{3-[4-(4-fluoro-2-methoxy-phenyl)-piperazin-1-yl]-propylamino}-quinoline-3-carboxylic acid dimethylamide

There total 11 articles about 8-Cyano-4-{3-[4-(4-fluoro-2-methoxy-phenyl)-piperazin-1-yl]-propylamino}-quinoline-3-carboxylic acid dimethylamide 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:

: 446-36-6
5-fluoro-2-nitrophenol

: 193975-16-5
8-Cyano-4-{3-[4-(4-fluoro-2-methoxy-phenyl)-piperazin-1-yl]-propylamino}-quinoline-3-carboxylic acid dimethylamide

Guidance literature:: Multi-step reaction with 6 steps

1: K₂CO₃ / dimethylformamide / 15 h / 140 °C

2: H₂ / 10percent Pd/C / ethanol / 16 h / 760 Torr

3: NaI, K₂CO₃ / bis-(2-methoxy-ethyl) ether / 3.5 h / Heating

4: K₂CO₃ / dimethylformamide / 4 h / 90 °C

5: N₂H₄*H₂O / ethanol / 3 h / Heating

6: K₂CO₃ / xylene / 16 h / 120 °C

With hydrogen; potassium carbonate; hydrazine hydrate; sodium iodide; palladium on activated charcoal; In ethanol; diethylene glycol dimethyl ether; N,N-dimethyl-formamide; xylene;
DOI:10.1021/jm970166j

Reference yield:

: 448-19-1
4-fluoro-2-methoxy-1-nitrobenzene

: 193975-16-5
8-Cyano-4-{3-[4-(4-fluoro-2-methoxy-phenyl)-piperazin-1-yl]-propylamino}-quinoline-3-carboxylic acid dimethylamide

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 10percent Pd/C / ethanol / 16 h / 760 Torr

2: NaI, K₂CO₃ / bis-(2-methoxy-ethyl) ether / 3.5 h / Heating

3: K₂CO₃ / dimethylformamide / 4 h / 90 °C

4: N₂H₄*H₂O / ethanol / 3 h / Heating

5: K₂CO₃ / xylene / 16 h / 120 °C

With hydrogen; potassium carbonate; hydrazine hydrate; sodium iodide; palladium on activated charcoal; In ethanol; diethylene glycol dimethyl ether; N,N-dimethyl-formamide; xylene;
DOI:10.1021/jm970166j

Reference yield:

: 49713-38-4
C₁₄H₁₆INO₄

: 193975-16-5
8-Cyano-4-{3-[4-(4-fluoro-2-methoxy-phenyl)-piperazin-1-yl]-propylamino}-quinoline-3-carboxylic acid dimethylamide

Guidance literature:: Multi-step reaction with 6 steps

1: 66 percent / POCl₃, (i-Pr)2NEt / xylene / 14 h / Heating

2: aq. NaOH / 1,2-dimethoxy-ethane / 0.67 h / Heating

3: (COCl)2 / 1,2-dichloro-ethane / 2 h / 80 °C

4: tetrahydrofuran / 0.5 h / -10 °C

5: 280 mg / 12-crown-4, (Ph₃P)4Pd / benzene / 240 h / Ambient temperature

6: K₂CO₃ / xylene / 16 h / 120 °C

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; (1,4,7,10-tetraoxacyclododecane); potassium carbonate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; 1,2-dimethoxyethane; 1,2-dichloro-ethane; xylene; benzene;
DOI:10.1021/jm970166j