N-methyl-3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

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Chemical Name:N-methyl-3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline
CAS No.:1443237-79-3
Molecular Formula:C₂₄H₃₄N₄O₂Si
Molecular Weight:438.645
Hs Code.:

Synonyms:N-methyl-3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

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Chemical Property of N-methyl-3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

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Technology Process of N-methyl-3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

There total 5 articles about N-methyl-3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline 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:

: 67-56-1
methanol

: 1443237-77-1
5-(3,6-dihydro-2H-pyran-4-yl)-4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

: 1443237-78-2
3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

: 1443237-79-3
N-methyl-3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

Guidance literature:: With palladium hydroxide 10 wt. % on activated carbon; hydrogen; at 15 - 25 ℃; for 3h; under 760.051 Torr;

Reference yield:

: 1443237-69-1
4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

: 1443237-78-2
3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

: 1443237-79-3
N-methyl-3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

Guidance literature:: Multi-step reaction with 3 steps

1: N-Bromosuccinimide / acetonitrile / 0.5 h / 80 °C

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene; ethanol / 12 h / 80 °C / Inert atmosphere

3: hydrogen; palladium hydroxide 10 wt. % on activated carbon / 3 h / 15 - 25 °C / 760.05 Torr

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium hydroxide 10 wt. % on activated carbon; hydrogen; sodium carbonate; In ethanol; water; toluene; acetonitrile;

Reference yield:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 1443237-78-2
3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

: 1443237-79-3
N-methyl-3-(5-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

1.2: 5 h / 0 - 25 °C / Inert atmosphere

2.1: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

3.1: N-Bromosuccinimide / acetonitrile / 0.5 h / 80 °C

4.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene; ethanol / 12 h / 80 °C / Inert atmosphere

5.1: hydrogen; palladium hydroxide 10 wt. % on activated carbon / 3 h / 15 - 25 °C / 760.05 Torr

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium hydroxide 10 wt. % on activated carbon; hydrogen; sodium hydride; sodium carbonate; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile;