1-{3-[2-(4-Chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol

Base Information

• Chemical Name: 1-{3-[2-(4-Chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol
• CAS No.: 1278250-01-3
• Molecular Formula: C₂₂H₁₅ClN₂O
• Molecular Weight: 358.827
• Mol file: 1278250-01-3.mol

Synonyms:1-{3-[2-(4-Chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol

Chemical Property of 1-{3-[2-(4-Chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{3-[2-(4-Chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol

There total 6 articles about 1-{3-[2-(4-Chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol 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: 18.0%

3-[2-(4-chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde (1278250-12-6) + acetylenemagnesium bromide (4301-14-8) → 1-{3-[2-(4-Chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol (1278250-01-3)

Guidance literature:

3-[2-(4-chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde; acetylenemagnesium bromide; In tetrahydrofuran; at 0 - 20 ℃; for 0.75h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water;

Reference yield:

2-(4-bromopyridin-2-yl)-1-(4-chlorophenyl)ethanone (1278250-09-1) → 1-{3-[2-(4-Chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol (1278250-01-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydroxylamine hydrochloride; pyridine / ethanol / 5 h / 20 °C

2.1: perchloric acid; ethyl O-(2-mesitylenesulfonyl)acetohydroxamate / 1,4-dioxane; water / 2.5 h / 0 °C

2.2: 3 h / 20 °C

3.1: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 2 h / 70 °C / Inert atmosphere

4.1: tetrahydrofuran / 0.75 h / 0 - 20 °C / Inert atmosphere

With pyridine; perchloric acid; ethyl O-(2-mesitylenesulfonyl)acetohydroxamate; hydroxylamine hydrochloride; caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; ethanol; water;

Reference yield:

5-bromo-2-(4-chlorophenyl)pyrazolo[1,5-a]pyridine (1278250-11-5) → 1-{3-[2-(4-Chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol (1278250-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 2 h / 70 °C / Inert atmosphere

2: tetrahydrofuran / 0.75 h / 0 - 20 °C / Inert atmosphere

With caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; water;

upstream raw materials:

4-bromo-2-methylpyridine

ethyl 4-chlorobenzoate

3-[2-(4-chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde

acetylenemagnesium bromide