[3-(3-methoxy-5-methylphenyl)-4-(2-(pyridin-3-yl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile

Base Information

• Chemical Name: [3-(3-methoxy-5-methylphenyl)-4-(2-(pyridin-3-yl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile
• CAS No.: 1192885-53-2
• Molecular Formula: C₂₃H₁₉N₅O
• Molecular Weight: 381.437
• Mol file: 1192885-53-2.mol

Synonyms:[3-(3-methoxy-5-methylphenyl)-4-(2-(pyridin-3-yl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile

Chemical Property of [3-(3-methoxy-5-methylphenyl)-4-(2-(pyridin-3-yl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-(3-methoxy-5-methylphenyl)-4-(2-(pyridin-3-yl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile

There total 6 articles about [3-(3-methoxy-5-methylphenyl)-4-(2-(pyridin-3-yl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile 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:

iodoacetonitrile (624-75-9) + 2-chloro-4-(3-(3-methoxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridine (1192885-45-2) + 3-pyridylboronic acid (1692-25-7) → [3-(3-methoxy-5-methylphenyl)-4-(2-(pyridin-3-yl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile (1192885-53-2)

Guidance literature:

2-chloro-4-(3-(3-methoxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridine; With potassium carbonate; In acetone; for 2h; Reflux;

iodoacetonitrile; In acetone; for 2h; Reflux;

3-pyridylboronic acid; With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; In water; acetonitrile; at 70 ℃; for 12h; Inert atmosphere;

Reference yield:

3-hydroxy-5-methylbenzoic acid (585-81-9) → [3-(3-methoxy-5-methylphenyl)-4-(2-(pyridin-3-yl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile (1192885-53-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / dmap / acetone / 12 h / 65 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: 12 h / Reflux

3.2: 2 h / 20 °C

4.1: potassium carbonate / acetone / 2 h / Reflux

4.2: 2 h / Reflux

4.3: 12 h / 70 °C / Inert atmosphere

With potassium carbonate; lithium hexamethyldisilazane; dmap; In tetrahydrofuran; acetone;

Reference yield:

iodoacetonitrile (624-75-9) + 2-chloro-4-(3-(3-methoxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridine (1192885-45-2) + 3-pyridylboronic acid (1692-25-7) → [5-(3-methoxy-5-methylphenyl)-4-(2-(pyridin-3-yl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile (1192885-73-6) + [3-(3-methoxy-5-methylphenyl)-4-(2-(pyridin-3-yl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile (1192885-53-2)

Guidance literature:

iodoacetonitrile; 2-chloro-4-(3-(3-methoxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridine; With potassium carbonate; In acetone; for 4h; Reflux;

3-pyridylboronic acid; With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In tetrahydrofuran; water; at 70 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.08.029

upstream raw materials:

iodoacetonitrile

2-chloro-4-(3-(3-methoxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridine

3-pyridylboronic acid

3-hydroxy-5-methylbenzoic acid

Downstream raw materials:

[3-(3-hydroxy-5-methylphenyl)-4-(2-(pyridin-3-yl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile