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

Base Information

Chemical Name:N-methyl-N-(3-(5-(tetrahydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenyl)methacrylamide
CAS No.:1443237-21-5
Molecular Formula:C₂₂H₂₄N₄O₂
Molecular Weight:376.458
Hs Code.:

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

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

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

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

: 920-46-7,26937-45-1
Methacryloyl chloride

: 1443237-20-4
N-(3-(5-(tetrahydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenyl)methacrylamide

: 1443237-21-5
N-methyl-N-(3-(5-(tetrahydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenyl)methacrylamide

Guidance literature:: methanol; 5-(3,6-dihydro-2H-pyran-4-yl)-4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine; With palladium hydroxide 10 wt. % on activated carbon; hydrogen; at 15 - 25 ℃; for 3h; under 760.051 Torr;

Methacryloyl chloride; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 15 - 25 ℃; for 2h; Further stages; Inert atmosphere;

Reference yield:

: 1443237-76-0
5-bromo-4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

: 1443237-20-4
N-(3-(5-(tetrahydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenyl)methacrylamide

: 1443237-21-5
N-methyl-N-(3-(5-(tetrahydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenyl)methacrylamide

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.2: 2 h / 15 - 25 °C / Inert atmosphere

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

Reference yield:

: 3680-69-1
4-chloro-1H-pyrrolo[2,3-d]pyrimidine

: 1443237-20-4
N-(3-(5-(tetrahydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenyl)methacrylamide

: 1443237-21-5
N-methyl-N-(3-(5-(tetrahydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenyl)methacrylamide

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

5.2: 2 h / 15 - 25 °C / Inert atmosphere

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;