1-[2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-ol

Base Information

• Chemical Name: 1-[2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-ol
• CAS No.: 468062-77-3
• Molecular Formula: C₁₇H₁₀F₄N₂O
• Molecular Weight: 334.273

Synonyms:1-[2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-ol

Chemical Property of 1-[2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-ol

Chemical Property:

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Technology Process of 1-[2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-ol

There total 2 articles about 1-[2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-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: 96.0%

2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridine-3-carbaldehyde (468062-76-2) + acetylenemagnesium bromide (4301-14-8) → 1-[2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-ol (468062-77-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 14h;

DOI:10.1016/j.bmc.2005.09.015

Reference yield:

2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridine (372122-55-9) → 1-[2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-ol (468062-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / phosphorus oxychloride / 72 h / 20 °C

2: 96 percent / tetrahydrofuran / 14 h / 20 °C

With trichlorophosphate; In tetrahydrofuran; 1: Vilsmeier-Haack formylation / 2: Grignard reaction;

DOI:10.1016/j.bmc.2005.09.015

Reference yield: 69.0%

1-[2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-ol (468062-77-3) → 1-[2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-one (468062-78-4)

Guidance literature:

With manganese(IV) oxide; In chloroform; at 0 ℃; for 1.5h;

DOI:10.1016/j.bmc.2005.09.015

upstream raw materials:

2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridine-3-carbaldehyde

acetylenemagnesium bromide

2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridine

Downstream raw materials:

1-[2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-one

4-[6-(bromomethyl)-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine

[3-(2-cyclopentylamino-pyrimidin-4-yl)-2-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-6-yl]-methanol

ethyl 3-[2-(cyclopentylamino)-4-pyrimidinyl]-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-6-carboxylate

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