N-[3-[[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide

Base Information

Chemical Name:N-[3-[[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide
CAS No.:1453198-93-0
Molecular Formula:C₂₂H₁₈ClN₅O₂
Molecular Weight:419.87
Hs Code.:

Synonyms:N-[3-[[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide

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Chemical Property of N-[3-[[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide

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Technology Process of N-[3-[[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide

There total 4 articles about N-[3-[[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-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: 60.0%

: 1453198-92-9
N'-[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]-4-methoxybenzene-1,3-diamine

: 814-68-6,25189-84-8
acryloyl chloride

: 1453198-93-0
N-[3-[[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm400822z

Reference yield:

: 937366-57-9
3-(2,5-dichloropyrimidine-4-yl)-1H-indole

: 1453198-93-0
N-[3-[[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / 24 h / 120 °C

2: ammonium chloride; iron / ethanol; water / 3 h / Reflux

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

With iron; ammonium chloride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; water;
DOI:10.1021/jm400822z

Reference yield:

: 120-72-9
indole

: 1453198-93-0
N-[3-[[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: methylmagnesium bromide / 2-methyltetrahydrofuran; tetrahydrofuran / 0.5 h / 0 - 2 °C

1.2: 2.5 h / 60 °C / Cooling with ice

2.1: toluene-4-sulfonic acid / 24 h / 120 °C

3.1: ammonium chloride; iron / ethanol; water / 3 h / Reflux

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

With methylmagnesium bromide; iron; ammonium chloride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 2-methyltetrahydrofuran; ethanol; water;
DOI:10.1021/jm400822z