(2E/Z)-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-methoxy-3-{5-[(4-methyl-1-piperazinyl)methyl]-3-furanyl}phenyl)amino]-2-propenamide

Base Information

Chemical Name:(2E/Z)-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-methoxy-3-{5-[(4-methyl-1-piperazinyl)methyl]-3-furanyl}phenyl)amino]-2-propenamide
CAS No.:846023-62-9
Molecular Formula:C₂₈H₂₉Cl₂N₅O₄
Molecular Weight:570.475
Hs Code.:

Synonyms:(2E/Z)-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-methoxy-3-{5-[(4-methyl-1-piperazinyl)methyl]-3-furanyl}phenyl)amino]-2-propenamide

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Chemical Property of (2E/Z)-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-methoxy-3-{5-[(4-methyl-1-piperazinyl)methyl]-3-furanyl}phenyl)amino]-2-propenamide

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Technology Process of (2E/Z)-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-methoxy-3-{5-[(4-methyl-1-piperazinyl)methyl]-3-furanyl}phenyl)amino]-2-propenamide

There total 10 articles about (2E/Z)-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-methoxy-3-{5-[(4-methyl-1-piperazinyl)methyl]-3-furanyl}phenyl)amino]-2-propenamide 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:

: 109-01-3
1-methyl-piperazine

: 846023-62-9
(2E/Z)-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-methoxy-3-{5-[(4-methyl-1-piperazinyl)methyl]-3-furanyl}phenyl)amino]-2-propenamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 18 percent / sodium triacetoxyborohydride; acetic acid / 1-methyl-pyrrolidin-2-one; CH₂Cl₂ / 0 - 20 °C

2.1: 100 percent / hydrogen / Pd/C / methanol

3.1: propan-2-ol / Heating

3.2: propan-2-ol / 25 h / Heating

With hydrogen; sodium tris(acetoxy)borohydride; acetic acid; palladium on activated charcoal; In 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; isopropyl alcohol;
DOI:10.1021/jm061031t

Reference yield:

: 846023-58-3
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-furancarboxaldehyde

: 846023-62-9
(2E/Z)-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-methoxy-3-{5-[(4-methyl-1-piperazinyl)methyl]-3-furanyl}phenyl)amino]-2-propenamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. NaHCO₃ / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / 1,2-dimethoxy-ethane / Heating

2.1: 18 percent / sodium triacetoxyborohydride; acetic acid / 1-methyl-pyrrolidin-2-one; CH₂Cl₂ / 0 - 20 °C

3.1: 100 percent / hydrogen / Pd/C / methanol

4.1: propan-2-ol / Heating

4.2: propan-2-ol / 25 h / Heating

With hydrogen; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; acetic acid; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; methanol; 1,2-dimethoxyethane; dichloromethane; isopropyl alcohol;
DOI:10.1021/jm061031t

Reference yield:

: 846023-61-8
1-[(4-bromo-2-furyl)methyl]-4-methylpiperazine

: 846023-62-9
(2E/Z)-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(4-methoxy-3-{5-[(4-methyl-1-piperazinyl)methyl]-3-furanyl}phenyl)amino]-2-propenamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; tri-iso-propyl borate / tetrahydrofuran; hexane / -78 - 20 °C

1.2: H₂O / tetrahydrofuran; hexane

2.1: 900 mg / aq. Na₂CO₃ / [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / 1,2-dimethoxy-ethane / 3 h / Heating

3.1: propan-2-ol / Heating

3.2: propan-2-ol / 25 h / Heating

With n-butyllithium; Triisopropyl borate; sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; isopropyl alcohol; 2.1: Suzuki coupling;
DOI:10.1021/jm061031t