(S)-2-(1-aminoethyl)-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-5-carbonitrile

Base Information

Chemical Name:(S)-2-(1-aminoethyl)-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-5-carbonitrile
CAS No.:1403942-78-8
Molecular Formula:C₁₅H₁₃N₅O
Molecular Weight:279.301
Hs Code.:

Synonyms:(S)-2-(1-aminoethyl)-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-5-carbonitrile

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Chemical Property of (S)-2-(1-aminoethyl)-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-5-carbonitrile

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Technology Process of (S)-2-(1-aminoethyl)-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-5-carbonitrile

There total 8 articles about (S)-2-(1-aminoethyl)-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-5-carbonitrile 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%

: 1403942-79-9
(S)-tert-butyl 1-(5-cyano-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethylcarbamate

: 1403942-78-8
(S)-2-(1-aminoethyl)-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-5-carbonitrile

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 20 ℃;
DOI:10.1021/acsmedchemlett.6b00438

Reference yield:

: 1192217-76-7
methyl 3-bromo-1-(phenylsulfonyl)-1H-pyrrole-2-carboxylate

: 1403942-78-8
(S)-2-(1-aminoethyl)-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-5-carbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: trimethylaluminum / toluene / 0.17 h / 20 °C / Inert atmosphere

1.2: 3 h / 80 °C

2.1: sodium hydroxide / methanol; water / 1.5 h / 20 °C

3.1: sodium hydroxide; ammonium hydroxide; ammonium chloride / water; diethyl ether; tert-butyl methyl ether / 0 °C

3.2: 1.83 h / 0 - 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; dichloromethane / 55 °C

5.1: bromine; triphenylphosphine; triethylamine / dichloromethane / 3.5 h / 20 °C

5.2: 80 °C / Sealed tube

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 120 °C / Sealed tube

7.1: hydrogenchloride / 1,4-dioxane / 20 °C

With hydrogenchloride; ammonium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; trimethylaluminum; ammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acsmedchemlett.6b00438

Reference yield:

: 1403942-67-5
1-amino-3-bromo-N-phenyl-1H-pyrrole-2-carboxamide

: 1403942-78-8
(S)-2-(1-aminoethyl)-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazine-5-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; dichloromethane / 55 °C

2.1: bromine; triphenylphosphine; triethylamine / dichloromethane / 3.5 h / 20 °C

2.2: 80 °C / Sealed tube

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 120 °C / Sealed tube

4.1: hydrogenchloride / 1,4-dioxane / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acsmedchemlett.6b00438