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

Base Information

• Chemical Name: 5-bromo-4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine
• CAS No.: 1034769-73-7
• Molecular Formula: C₁₂H₁₇BrClN₃OSi
• Molecular Weight: 362.729
• Mol file: 1034769-73-7.mol

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

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

Chemical Property:

Purity/Quality:

5-Bromo-4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 5-bromo-4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine 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: 96.0%

5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (22276-95-5) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 5-bromo-4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (1034769-73-7)

Guidance literature:

5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

(2-trimethylethylsilylethoxy)methyl chloride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

Reference yield: 42.0%

5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (22276-95-5) → 5-bromo-4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (1034769-73-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 19h;

Reference yield:

4-chloro-1H-pyrrolo[2,3-d]pyrimidine (3680-69-1) → 5-bromo-4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (1034769-73-7)

Guidance literature:

Multi-step reaction with 2 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

With N-Bromosuccinimide; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm2007326

upstream raw materials:

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

(2-trimethylethylsilylethoxy)methyl chloride

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

Downstream 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

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

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

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