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

Base Information

Chemical Name:1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-one
CAS No.:437612-96-9
Molecular Formula:C₂₂H₁₂ClFN₂O
Molecular Weight:374.801
Hs Code.:

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

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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-one

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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-one

There total 8 articles about 1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-one 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: 99.0%

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

: 437612-96-9
1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-one

Guidance literature:: With manganese(IV) oxide; In dichloromethane; at 20 ℃;
DOI:10.1016/j.tet.2003.02.003

Reference yield:

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

: 437612-96-9
1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-one

Guidance literature:: Multi-step reaction with 8 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

8.1: 99 percent / manganese dioxide / CH₂Cl₂ / 20 °C

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

Reference yield:

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

: 437612-96-9
1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-3-phenyl-2-propyn-1-one

Guidance literature:: Multi-step reaction with 8 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

8.1: 99 percent / manganese dioxide / CH₂Cl₂ / 20 °C

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