N₂-{5-[5-(benzylamino)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl]pyridin-3-yl}-N₁-(2,2,2-trifluoroethyl)valinamide

Base Information

• Chemical Name: N₂-{5-[5-(benzylamino)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl]pyridin-3-yl}-N₁-(2,2,2-trifluoroethyl)valinamide
• CAS No.: 1429906-57-9
• Molecular Formula: C₃₂H₄₁F₃N₆O₂Si
• Molecular Weight: 626.797

Synonyms:N₂-{5-[5-(benzylamino)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl]pyridin-3-yl}-N₁-(2,2,2-trifluoroethyl)valinamide

Chemical Property of N₂-{5-[5-(benzylamino)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl]pyridin-3-yl}-N₁-(2,2,2-trifluoroethyl)valinamide

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of N₂-{5-[5-(benzylamino)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl]pyridin-3-yl}-N₁-(2,2,2-trifluoroethyl)valinamide

There total 6 articles about N₂-{5-[5-(benzylamino)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl]pyridin-3-yl}-N₁-(2,2,2-trifluoroethyl)valinamide 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:

2-((5-(5-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-3-yl)amino)-3-methyl-N-(2,2,2-trifluoroethyl)butanamide (1429906-46-6) + benzylamine (100-46-9) → N2-{5-[5-(benzylamino)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl]pyridin-3-yl}-N1-(2,2,2-trifluoroethyl)valinamide (1429906-57-9)

Guidance literature:

With (2R)-1-[(1R)?-?1-?[bis(1,1-?dimethylethyl)?phosphino]?ethyl]?-?2-?(dicyclohexylphosphino)?ferrocene; palladium diacetate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dimethoxyethane; at 100 ℃; for 20h; Microwave irradiation; Inert atmosphere; Sealed tube;

Reference yield:

3,5-dibromopyridine (625-92-3) → N2-{5-[5-(benzylamino)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl]pyridin-3-yl}-N1-(2,2,2-trifluoroethyl)valinamide (1429906-57-9)

Guidance literature:

Multi-step reaction with 5 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 1 h / 90 °C / Inert atmosphere; Sealed tube

2: trifluoroacetic acid / dichloromethane / 6 h / 20 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane / 1 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation

5: (2R)-1-[(1R)?-?1-?[bis(1,1-?dimethylethyl)?phosphino]?ethyl]?-?2-?(dicyclohexylphosphino)?ferrocene; palladium diacetate; lithium hexamethyldisilazane / tetrahydrofuran; 1,2-dimethoxyethane / 20 h / 100 °C / Microwave irradiation; Inert atmosphere; Sealed tube

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (2R)-1-[(1R)?-?1-?[bis(1,1-?dimethylethyl)?phosphino]?ethyl]?-?2-?(dicyclohexylphosphino)?ferrocene; palladium diacetate; sodium carbonate; benzotriazol-1-ol; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane; sodium t-butanolate; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

2-[(5-bromopyridin-3-yl)amino]-3-methylbutanoic acid dihydrochloride → N2-{5-[5-(benzylamino)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl]pyridin-3-yl}-N1-(2,2,2-trifluoroethyl)valinamide (1429906-57-9)

Guidance literature:

Multi-step reaction with 3 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane / 1 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation

3: (2R)-1-[(1R)?-?1-?[bis(1,1-?dimethylethyl)?phosphino]?ethyl]?-?2-?(dicyclohexylphosphino)?ferrocene; palladium diacetate; lithium hexamethyldisilazane / tetrahydrofuran; 1,2-dimethoxyethane / 20 h / 100 °C / Microwave irradiation; Inert atmosphere; Sealed tube

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; (2R)-1-[(1R)?-?1-?[bis(1,1-?dimethylethyl)?phosphino]?ethyl]?-?2-?(dicyclohexylphosphino)?ferrocene; palladium diacetate; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide;

upstream raw materials:

2-((5-(5-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-3-yl)amino)-3-methyl-N-(2,2,2-trifluoroethyl)butanamide

benzylamine

2-[(5-bromopyridin-3-yl)amino]-3-methyl-N-(2,2,2-trifluoroethyl)butanamide

3,5-dibromopyridine

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