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

Base Information

Chemical Name:tert-butyl (4-(5-(3-cyanophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)morpholin-2-yl)methylcarbamate
CAS No.:1351533-43-1
Molecular Formula:C₂₉H₄₀N₆O₄Si
Molecular Weight:564.76
Hs Code.:

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

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

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

There total 4 articles about tert-butyl (4-(5-(3-cyanophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)morpholin-2-yl)methylcarbamate 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: 59.0%

: 1034769-74-8
tert-butyl (4-(5-bromo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)morpholin-2-yl)methylcarbamate

: 150255-96-2
(3‐cyanophenyl)boronic acid

: 1351533-43-1
tert-butyl (4-(5-(3-cyanophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)morpholin-2-yl)methylcarbamate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 120 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;
DOI:10.1021/jm2007326

Reference yield:

: 1034769-73-7
5-bromo-4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

: 1351533-43-1
tert-butyl (4-(5-(3-cyanophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)morpholin-2-yl)methylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / butan-1-ol / 1 h / 100 °C / Inert atmosphere; Microwave irradiation

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

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; triethylamine; In 1,2-dimethoxyethane; water; butan-1-ol; 2: Suzuki coupling;
DOI:10.1021/jm2007326

Reference yield:

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

: 1351533-43-1
tert-butyl (4-(5-(3-cyanophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)morpholin-2-yl)methylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-Bromosuccinimide / dichloromethane / 2.5 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 1.33 h / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / butan-1-ol / 1 h / 100 °C / Inert atmosphere; Microwave irradiation

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

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium carbonate; triethylamine; In 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; butan-1-ol; 4.1: Suzuki coupling;
DOI:10.1021/jm2007326