4-BroMo-3-Methyl-7-azaindole

Base Information

• Chemical Name: 4-BroMo-3-Methyl-7-azaindole
• CAS No.: 1363382-02-8
• Molecular Formula: C₈H₇BrN₂
• Molecular Weight: 211.061
• Mol file: 1363382-02-8.mol

Synonyms:4-BroMo-3-Methyl-7-azaindole;4-bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine

Chemical Property of 4-BroMo-3-Methyl-7-azaindole

Chemical Property:

• PKA: 13.25±0.40(Predicted)
• PSA: 28.68000
• Density: 1.654±0.06 g/cm3(Predicted)
• LogP: 2.63380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-BroMo-3-Methyl-7-azaindole

There total 2 articles about 4-BroMo-3-Methyl-7-azaindole 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:

4-bromo-3-hydroxymethyl-1H-pyrrolo[2,3-b]pyridine → 4-bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine (1363382-02-8)

Guidance literature:

With triethylsilane; trifluoroacetic acid; at 65 - 70 ℃; for 2h;

Reference yield:

4-bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (1000340-35-1) → 4-bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine (1363382-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; sodium tetrahydroborate

2: triethylsilane; trifluoroacetic acid / 2 h / 65 - 70 °C

With methanol; triethylsilane; sodium tetrahydroborate; trifluoroacetic acid;

Reference yield:

4-bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine (1363382-02-8) → tert-butyl (S)-(3-(3-fluoro-4-((3-methyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy)phenyl)-1-((1-methylpiperidin-4-yl)amino)-1-oxopropan-2-yl)carbamate

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / Inert atmosphere; Cooling with ice

1.2: 0.5 h

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; XPhos / toluene / 3 h / 100 °C / Inert atmosphere; Sonication

3.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 0.17 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate / dichloromethane / 2.5 h / 20 °C

4.2: 2 h

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hydroxide monohydrate; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; water; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; XPhos; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;

upstream raw materials:

4-bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde