(3-(4-(2-(aminomethyl)morpholino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanol

Base Information

• Chemical Name: (3-(4-(2-(aminomethyl)morpholino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanol
• CAS No.: 1034769-06-6
• Molecular Formula: C₁₈H₂₁N₅O₂
• Molecular Weight: 339.397
• Mol file: 1034769-06-6.mol

Synonyms:

Chemical Property of (3-(4-(2-(aminomethyl)morpholino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-(4-(2-(aminomethyl)morpholino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanol

There total 6 articles about (3-(4-(2-(aminomethyl)morpholino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanol 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:

C23H29N5O4 (1351533-46-4) → (3-(4-(2-(aminomethyl)morpholino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanol (1034769-06-6)

Guidance literature:

C₂₃H₂₉N₅O₄; With hydrogenchloride; In 1,4-dioxane; methanol; water; at 20 ℃; Inert atmosphere;

In methanol; Inert atmosphere;

DOI:10.1021/jm2007326

Reference yield:

tert-butyl (4-(5-(3-(hydroxymethyl)phenyl)-7-((2-(trimethylsilyl)-ethoxy)-methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)morpholin-2-yl)methyl-carbamate (1351533-44-2) → (3-(4-(2-(aminomethyl)morpholino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanol (1034769-06-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrabutyl ammonium fluoride; ethylenediamine / tetrahydrofuran; N,N-dimethyl-formamide / 60 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane; methanol; water / 20 °C / Inert atmosphere

2.2: SCX-II acidic resin / Inert atmosphere

With hydrogenchloride; tetrabutyl ammonium fluoride; ethylenediamine; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm2007326

Reference yield:

tert-butyl (4-(5-bromo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)morpholin-2-yl)methylcarbamate (1034769-74-8) → (3-(4-(2-(aminomethyl)morpholino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanol (1034769-06-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane; water / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

2.1: tetrabutyl ammonium fluoride; ethylenediamine / tetrahydrofuran; N,N-dimethyl-formamide / 60 °C / Inert atmosphere

3.1: hydrogenchloride / 1,4-dioxane; methanol; water / 20 °C / Inert atmosphere

3.2: SCX-II acidic resin / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; sodium carbonate; ethylenediamine; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 1.1: Suzuki coupling;

DOI:10.1021/jm2007326

upstream raw materials:

tert-butyl (4-(5-(3-(hydroxymethyl)phenyl)-7-((2-(trimethylsilyl)-ethoxy)-methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)morpholin-2-yl)methyl-carbamate

5-bromo-4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

tert-butyl (4-(5-bromo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)morpholin-2-yl)methylcarbamate

C₂₃H₂₉N₅O₄