N-methoxy-N-methyl 4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide

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Chemical Name:N-methoxy-N-methyl 4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide
CAS No.:1443238-03-6
Molecular Formula:C₂₁H₂₇N₅O₅Si
Molecular Weight:457.561
Hs Code.:

Synonyms:N-methoxy-N-methyl 4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide

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Chemical Property of N-methoxy-N-methyl 4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide

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Technology Process of N-methoxy-N-methyl 4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide

There total 5 articles about N-methoxy-N-methyl 4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide 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:

: 22276-95-5
5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

: 1443238-03-6
N-methoxy-N-methyl 4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 3.5 h / -78 °C / Inert atmosphere

1.2: 14.5 h / -78 - 30 °C / Inert atmosphere

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / N,N-dimethyl-formamide / 1.5 h / 115 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 25 °C / Inert atmosphere

3.2: 4 h / 15 - 25 °C / Inert atmosphere

4.1: lithium hydroxide / methanol / 17 h / 60 °C / Inert atmosphere

5.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 25 °C / Inert atmosphere

With n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide;

Reference yield:

: 1443237-43-1
ethyl 4-(3-nitrophenyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

: 1443238-03-6
N-methoxy-N-methyl 4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 25 °C / Inert atmosphere

1.2: 4 h / 15 - 25 °C / Inert atmosphere

2.1: lithium hydroxide / methanol / 17 h / 60 °C / Inert atmosphere

3.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 25 °C / Inert atmosphere

With sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

Reference yield:

: 144927-57-1
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid ethyl ester

: 1443238-03-6
N-methoxy-N-methyl 4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / N,N-dimethyl-formamide / 1.5 h / 115 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 25 °C / Inert atmosphere

2.2: 4 h / 15 - 25 °C / Inert atmosphere

3.1: lithium hydroxide / methanol / 17 h / 60 °C / Inert atmosphere

4.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 25 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;