N₄-benzyl-N₂-(2-methoxy-4-morpholinophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

Base Information

• Chemical Name: N₄-benzyl-N₂-(2-methoxy-4-morpholinophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
• CAS No.: 1372263-46-1
• Molecular Formula: C₃₀H₄₀N₆O₃Si
• Molecular Weight: 560.772

Synonyms:N₄-benzyl-N₂-(2-methoxy-4-morpholinophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

Chemical Property of N₄-benzyl-N₂-(2-methoxy-4-morpholinophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

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Technology Process of N₄-benzyl-N₂-(2-methoxy-4-morpholinophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

There total 10 articles about N₄-benzyl-N₂-(2-methoxy-4-morpholinophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine 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:

N-(2-methoxy-4-morpholinophenyl)-4-(methylsulfonyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine (1372262-89-9) + benzylamine (100-46-9) → N4-benzyl-N2-(2-methoxy-4-morpholinophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine (1372263-46-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tert-butyl alcohol; at 170 ℃; for 1h; Microwave irradiation;

Reference yield:

4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine (84955-31-7) → N4-benzyl-N2-(2-methoxy-4-morpholinophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine (1372263-46-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.25 h / 0 °C

1.2: 2 h / 0 - 80 °C

1.3: pH 8

2.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

3.1: tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

4.1: sodium t-butanolate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 16.08 h / 110 °C / Inert atmosphere

5.1: Oxone / water; tetrahydrofuran / 16.25 h / 0 - 20 °C

6.1: N-ethyl-N,N-diisopropylamine / tert-butyl alcohol / 1 h / 170 °C / Microwave irradiation

With hydrogenchloride; Oxone; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; sodium nitrite; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;

Reference yield:

2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (90213-66-4) → N4-benzyl-N2-(2-methoxy-4-morpholinophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine (1372263-46-1)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

2: tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

3: sodium t-butanolate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 16.08 h / 110 °C / Inert atmosphere

4: Oxone / water; tetrahydrofuran / 16.25 h / 0 - 20 °C

5: N-ethyl-N,N-diisopropylamine / tert-butyl alcohol / 1 h / 170 °C / Microwave irradiation

With Oxone; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;

upstream raw materials:

N-(2-methoxy-4-morpholinophenyl)-4-(methylsulfonyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine

benzylamine

2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine

4-fluoro-2-methoxy-1-nitrobenzene

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