(E)-N-(7-ethoxy-4-((3-ethynylphenyl)amino)quinazolin-6-yl)-4-(piperidin-1-yl)but-2-enamide

Base Information

Chemical Name:(E)-N-(7-ethoxy-4-((3-ethynylphenyl)amino)quinazolin-6-yl)-4-(piperidin-1-yl)but-2-enamide
CAS No.:1430203-45-4
Molecular Formula:C₂₇H₂₉N₅O₂
Molecular Weight:455.56
Hs Code.:

Synonyms:(E)-N-(7-ethoxy-4-((3-ethynylphenyl)amino)quinazolin-6-yl)-4-(piperidin-1-yl)but-2-enamide

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Chemical Property of (E)-N-(7-ethoxy-4-((3-ethynylphenyl)amino)quinazolin-6-yl)-4-(piperidin-1-yl)but-2-enamide

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Technology Process of (E)-N-(7-ethoxy-4-((3-ethynylphenyl)amino)quinazolin-6-yl)-4-(piperidin-1-yl)but-2-enamide

There total 8 articles about (E)-N-(7-ethoxy-4-((3-ethynylphenyl)amino)quinazolin-6-yl)-4-(piperidin-1-yl)but-2-enamide 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: 6.8%

: 1314492-36-8
7-ethoxy-N⁴-(3-ethynylphenyl)quinazoline-4,6-diamine

: 4705-43-5,768341-84-0
(E)-4-(piperidin-1-yl)butan-2-enoic acid

: 1430203-45-4
(E)-N-(7-ethoxy-4-((3-ethynylphenyl)amino)quinazolin-6-yl)-4-(piperidin-1-yl)but-2-enamide

Guidance literature:: (E)-4-(piperidin-1-yl)butan-2-enoic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃;

7-ethoxy-N⁴-(3-ethynylphenyl)quinazoline-4,6-diamine; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 40 ℃; Cooling with ice;

Reference yield:

: 110-89-4
piperidine

: (E)-4-bromo-N-(7-ethoxy-4-((3-ethynylphenyl)amino)quinazolin-6-yl)but-2-enamide

: 1430203-45-4
(E)-N-(7-ethoxy-4-((3-ethynylphenyl)amino)quinazolin-6-yl)-4-(piperidin-1-yl)but-2-enamide

Guidance literature:: With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 0 - 40 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2015.08.026

Reference yield:

: 162012-70-6
4-chloro-7-fluoro-6-nitroquinazoline

: 1430203-45-4
(E)-N-(7-ethoxy-4-((3-ethynylphenyl)amino)quinazolin-6-yl)-4-(piperidin-1-yl)but-2-enamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane; isopropyl alcohol / Cooling with ice

1.2: 0.5 h / 20 °C

2.1: sodium

2.2: 4 h / 80 °C

3.1: iron; acetic acid / ethanol; water / 4 h / Reflux

4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

4.2: 40 °C / Cooling with ice

With oxalyl dichloride; sodium; iron; acetic acid; N,N-dimethyl-formamide; In ethanol; dichloromethane; water; isopropyl alcohol;