2-Bromo-7-iodo-5H-pyrrolo[2,3-b]pyrazine

Base Information

• Chemical Name: 2-Bromo-7-iodo-5H-pyrrolo[2,3-b]pyrazine
• CAS No.: 875781-44-5
• Molecular Formula: C6H3BrIN3
• Molecular Weight: 323.918
• Mol file: 875781-44-5.mol

Synonyms:4H-Pyrrolo[2,3-b]pyrazine,2-bromo-7-iodo- (9CI);2-Bromo-7-iodo-5H-pyrrolo[2,3-b]pyrazine;2-Bromo-7-iodo-5H-pyrrolo[3,2-b]pyrazine;

Chemical Property of 2-Bromo-7-iodo-5H-pyrrolo[2,3-b]pyrazine

Chemical Property:

• Boiling Point: 311℃
• PKA: 9.08±0.50(Predicted)
• Flash Point: 142℃
• Density: 2.559g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-7-iodo-5H-pyrrolo[2,3-b]pyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Bromo-7-iodo-5H-pyrrolo[2,3-b]pyrazine

There total 3 articles about 2-Bromo-7-iodo-5H-pyrrolo[2,3-b]pyrazine 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: 100.0%

2-bromo-5H-pyrrolo[2,3-b]pyrazine (875781-43-4) → 2-bromo-7-iodo-5H-pyrrolo[3,2-b]pyrazine (875781-44-5)

Guidance literature:

With N-iodo-succinimide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield:

5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine (875781-41-2) → 2-bromo-7-iodo-5H-pyrrolo[3,2-b]pyrazine (875781-44-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / tetrahydrofuran / 96 h

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 75 °C

3: N-iodo-succinimide / acetone / 4 h / 20 °C

With pyridine; N-iodo-succinimide; tetrabutyl ammonium fluoride; In tetrahydrofuran; acetone;

Reference yield:

N-(5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-yl)acetamide (875781-42-3) → 2-bromo-7-iodo-5H-pyrrolo[3,2-b]pyrazine (875781-44-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 75 °C

2: N-iodo-succinimide / acetone / 4 h / 20 °C

With N-iodo-succinimide; tetrabutyl ammonium fluoride; In tetrahydrofuran; acetone;

upstream raw materials:

2-bromo-5H-pyrrolo[2,3-b]pyrazine

5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine

N-(5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-yl)acetamide

Downstream raw materials:

2-bromo-7-(1H-indol-5-yl)-5-tosyl-5H-pyrrolo[3,2-b]pyrazine

7-(1H-indol-5-yl)-2-(3,4,5-trimethoxyphenyl)-5H-pyrrolo[3,2-b]pyrazine

Refernces

• 1、 -. "PYRROLO[2,3-D]PYRIMIDINYL, PYRROLO[2,3-B]PYRAZINYL AND PYR-ROLO[2,3-D]PYRIDINYL ACRYLAMIDES". Paragraph 0645. . Retrieved 2015/06/17.
• 2、 -. "BICYCLIC HETEROARYL KINASE INHIBITORS AND METHODS OF USE". Page/Page column 65; 67. . Retrieved 2011/12/14.