4-(2-fluoro-4-methylphenylamino)-7-methoxy-6-(piperidin-4-yl)cinnoline-3-carboxamide

Base Information

Chemical Name:4-(2-fluoro-4-methylphenylamino)-7-methoxy-6-(piperidin-4-yl)cinnoline-3-carboxamide
CAS No.:1041852-99-6
Molecular Formula:C₂₂H₂₄FN₅O₂
Molecular Weight:409.463
Hs Code.:

Synonyms:4-(2-fluoro-4-methylphenylamino)-7-methoxy-6-(piperidin-4-yl)cinnoline-3-carboxamide

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Chemical Property of 4-(2-fluoro-4-methylphenylamino)-7-methoxy-6-(piperidin-4-yl)cinnoline-3-carboxamide

Chemical Property:

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Technology Process of 4-(2-fluoro-4-methylphenylamino)-7-methoxy-6-(piperidin-4-yl)cinnoline-3-carboxamide

There total 7 articles about 4-(2-fluoro-4-methylphenylamino)-7-methoxy-6-(piperidin-4-yl)cinnoline-3-carboxamide 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: 77.0%

: 1041853-00-2
4-[(2-fluoro-4-methylphenyl)amino]-7-methoxy-6-(1,2,3,6-tetrahydropyridin-4-yl)cinnoline-3-carboxamide

: 1041852-99-6
4-(2-fluoro-4-methylphenylamino)-7-methoxy-6-(piperidin-4-yl)cinnoline-3-carboxamide

Guidance literature:: With hydrogenchloride; hydrogen; palladium(II) hydroxide/carbon; In methanol; under 7500.75 Torr;

Reference yield:

: 1041853-24-0
6-bromo-4-chloro-7-methoxycinnoline-3-carboxamide

: 1041852-99-6
4-(2-fluoro-4-methylphenylamino)-7-methoxy-6-(piperidin-4-yl)cinnoline-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid / ethanol / 1 h / 80 °C

2: potassium phosphate / dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / water; butan-1-ol / 100 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 16 h

4: hydrogen / hydrogenchloride; 20 % Pd(OH)2/C / methanol / 7500.75 Torr

With potassium phosphate; hydrogen; acetic acid; trifluoroacetic acid; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 20 % Pd(OH)2/C; In methanol; ethanol; dichloromethane; water; butan-1-ol;

Reference yield:

: 2-((4-bromo-3-methoxyphenyl)diazenyl)-2-cyanoacetamide

: 1041852-99-6
4-(2-fluoro-4-methylphenylamino)-7-methoxy-6-(piperidin-4-yl)cinnoline-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: titanium tetrachloride / toluene / 4 h / Inert atmosphere; Reflux

1.2: 20 - 90 °C

2.1: potassium hydroxide / ethanol; water / 216 h / Reflux

2.2: pH ~ 3

3.1: thionyl chloride / N,N-dimethyl-formamide / 4 h / Reflux

3.2: 0 °C

4.1: acetic acid / ethanol / 1 h / 80 °C

5.1: potassium phosphate / dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / water; butan-1-ol / 100 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 16 h

7.1: hydrogen / hydrogenchloride; 20 % Pd(OH)2/C / methanol / 7500.75 Torr

With potassium phosphate; thionyl chloride; hydrogen; titanium tetrachloride; acetic acid; trifluoroacetic acid; potassium hydroxide; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 20 % Pd(OH)2/C; N,N-dimethyl-formamide; In methanol; ethanol; dichloromethane; water; toluene; butan-1-ol;