1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-ol

Base Information

Chemical Name:1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-ol
CAS No.:437612-95-8
Molecular Formula:C₂₂H₁₄ClFN₂O
Molecular Weight:376.817
Hs Code.:

Synonyms:1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-ol

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Chemical Property of 1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-ol

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Technology Process of 1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-ol

There total 7 articles about 1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-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%

: 536-74-3
phenylacetylene

: 437612-89-0
7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carbaldehyde

: 437612-95-8
1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-ol

Guidance literature:: phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃;

7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine-3-carbaldehyde; In tetrahydrofuran; hexane; at -78 - 0 ℃;
DOI:10.1016/j.tet.2003.02.003

Reference yield:

: 18368-63-3
6-chloro-2-picoline

: 437612-95-8
1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 66 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 15 h / 45 °C

2.1: 86 percent / hydroxylamine hydrochloride; aq. NaOH / methanol / 2 h / Heating

3.1: 1,2-dimethoxy-ethane / 0 - 15 °C

4.1: Et₃N / 1,2-dimethoxy-ethane / 2 h / 4 - 20 °C

5.1: 69.7 g / FeCl₂ / 1,2-dimethoxy-ethane / 3 h / Heating

6.1: 95 percent / POCl₃ / 1 h / 20 °C

7.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

7.2: 96 percent / tetrahydrofuran; hexane / -78 - 0 °C

With sodium hydroxide; n-butyllithium; hydroxylamine hydrochloride; triethylamine; iron(II) chloride; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane;
DOI:10.1016/j.tet.2003.02.003

Reference yield:

: 451-46-7
4-fluorobenzoic acid ethyl ester

: 437612-95-8
1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 66 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 15 h / 45 °C

2.1: 86 percent / hydroxylamine hydrochloride; aq. NaOH / methanol / 2 h / Heating

3.1: 1,2-dimethoxy-ethane / 0 - 15 °C

4.1: Et₃N / 1,2-dimethoxy-ethane / 2 h / 4 - 20 °C

5.1: 69.7 g / FeCl₂ / 1,2-dimethoxy-ethane / 3 h / Heating

6.1: 95 percent / POCl₃ / 1 h / 20 °C

7.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

7.2: 96 percent / tetrahydrofuran; hexane / -78 - 0 °C

With sodium hydroxide; n-butyllithium; hydroxylamine hydrochloride; triethylamine; iron(II) chloride; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane;
DOI:10.1016/j.tet.2003.02.003