3-(azidomethyl)-4-phenyl pyridine

Base Information

• Chemical Name: 3-(azidomethyl)-4-phenyl pyridine
• CAS No.: 1491169-03-9
• Molecular Formula: C₁₂H₁₀N₄
• Molecular Weight: 210.238
• Mol file: 1491169-03-9.mol

Synonyms:3-(azidomethyl)-4-phenyl pyridine

Chemical Property of 3-(azidomethyl)-4-phenyl pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 3-(azidomethyl)-4-phenyl pyridine

There total 4 articles about 3-(azidomethyl)-4-phenyl pyridine 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-Phenyl-3-pyridinemethanol → 3-(azidomethyl)-4-phenyl pyridine (1491169-03-9)

Guidance literature:

With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 5h; Reflux;

DOI:10.1002/cmdc.201300144

Reference yield:

phenylboronic acid (98-80-6) → 3-(azidomethyl)-4-phenyl pyridine (1491169-03-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 85 °C / Inert atmosphere

2: diisobutylaluminium hydride / toluene; dichloromethane / 1.5 h / -78 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene; diphenyl phosphoryl azide / tetrahydrofuran / 5 h / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenyl phosphoryl azide; diisobutylaluminium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; toluene; 1: |Suzuki Coupling;

DOI:10.1002/cmdc.201300144

Reference yield:

ethyl 4-chloropyridine-3-carboxylate hydrochloride (174496-99-2) → 3-(azidomethyl)-4-phenyl pyridine (1491169-03-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 85 °C / Inert atmosphere

2: diisobutylaluminium hydride / toluene; dichloromethane / 1.5 h / -78 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene; diphenyl phosphoryl azide / tetrahydrofuran / 5 h / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenyl phosphoryl azide; diisobutylaluminium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; toluene; 1: |Suzuki Coupling;

DOI:10.1002/cmdc.201300144

upstream raw materials:

phenylboronic acid

ethyl 4-chloropyridine-3-carboxylate hydrochloride

Ethyl 4-phenylpyridine-3-carboxylate

Downstream raw materials:

(4-phenylpyridin-3-yl)methanamine