(E)-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(4-(dimethylamino)but-2-enamido)-N-methylbenzamide

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Chemical Name:(E)-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(4-(dimethylamino)but-2-enamido)-N-methylbenzamide
CAS No.:1604811-22-4
Molecular Formula:C₃₂H₃₀ClN₇O₂
Molecular Weight:580.089
Hs Code.:

Synonyms:(E)-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(4-(dimethylamino)but-2-enamido)-N-methylbenzamide

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Chemical Property of (E)-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(4-(dimethylamino)but-2-enamido)-N-methylbenzamide

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Technology Process of (E)-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(4-(dimethylamino)but-2-enamido)-N-methylbenzamide

There total 11 articles about (E)-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(4-(dimethylamino)but-2-enamido)-N-methylbenzamide 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: 38.0%

: 99083-25-7
4-bromocrotonyl chloride

: 1604811-96-2
4-amino-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-N-methylbenzamide

: 124-40-3
dimethyl amine

: 1604811-22-4
(E)-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(4-(dimethylamino)but-2-enamido)-N-methylbenzamide

Guidance literature:: 4-bromocrotonyl chloride; 4-amino-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-N-methylbenzamide; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -60 ℃; for 1.5h;

dimethyl amine; In tetrahydrofuran; at 20 ℃;

Reference yield:

: 882562-40-5
3-(2,5-dichloropyrimidin-4-yl)-1-(phenylsulfonyl)-1H-indole

: 1604811-22-4
(E)-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(4-(dimethylamino)but-2-enamido)-N-methylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium phosphate / toluene; isopropyl alcohol / 72 h / 90 °C

2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

3.1: sodium hydroxide / 1,4-dioxane / 3 h / 65 °C

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1.5 h / -60 °C

4.2: 20 °C

With potassium phosphate; palladium diacetate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; isopropyl alcohol; toluene;

Reference yield:

: 113261-00-0
benzyl (3-aminophenyl)carbamate

: 1604811-22-4
(E)-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(4-(dimethylamino)but-2-enamido)-N-methylbenzamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine / dichloromethane / 20 °C

2.1: lithium aluminium tetrahydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 - 20 °C

2.2: 4 h / 20 °C

3.1: methanol; sodium hydroxide / tetrahydrofuran / 4 h / 20 °C

4.1: 2-(Dimethylamino)pyridine / dichloromethane; N,N-dimethyl-formamide / 20 °C

5.1: palladium 10% on activated carbon; hydrogen / ethyl acetate; methanol / 4 h / 760.05 Torr

6.1: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium phosphate / toluene; isopropyl alcohol / 72 h / 90 °C

7.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

8.1: sodium hydroxide / 1,4-dioxane / 3 h / 65 °C

9.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1.5 h / -60 °C

9.2: 20 °C

With pyridine; methanol; 2-(Dimethylamino)pyridine; potassium phosphate; lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; palladium diacetate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; toluene; mineral oil;