3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-5-[5-methyl-1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine

Base Information

Chemical Name:3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-5-[5-methyl-1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine
CAS No.:1350324-83-2
Molecular Formula:C₂₅H₂₅ClF₃N₅O
Molecular Weight:503.955
Hs Code.:

Synonyms:3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-5-[5-methyl-1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine

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Chemical Property of 3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-5-[5-methyl-1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine

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Technology Process of 3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-5-[5-methyl-1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine

There total 14 articles about 3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-5-[5-methyl-1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine 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:

: C₃₅H₄₁ClF₃N₅O₅

: 1350324-83-2
3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-5-[5-methyl-1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: C₃₅H₄₁ClF₃N₅O₅; With hydrogenchloride; water; In 1,4-dioxane; at 30 ℃;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

: 1350322-47-2
5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine

: 1350324-83-2
3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-5-[5-methyl-1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: boron tribromide / dichloromethane / 18.16 h / -78 - 20 °C

1.2: 0.5 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / -40 - -10 °C

2.2: 17 h / -40 - 20 °C

3.1: piperidine / dichloromethane / 16 h / 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 °C / sealed tube

5.1: potassium fluoride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.5 h / 100 °C / microwave irradiation

6.1: hydrogenchloride; water / 1,4-dioxane / 30 °C

With piperidine; hydrogenchloride; potassium fluoride; water; boron tribromide; sodium hydride; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1350322-46-1
5-bromo-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine

: 1350324-83-2
3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-5-[5-methyl-1-(piperidin-4-yl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 7 steps

1.1: ChiralPak IA / carbon dioxide; methanol / Resolution of racemate

2.1: boron tribromide / dichloromethane / 18.16 h / -78 - 20 °C

2.2: 0.5 h / 0 - 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / -40 - -10 °C

3.2: 17 h / -40 - 20 °C

4.1: piperidine / dichloromethane / 16 h / 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 °C / sealed tube

6.1: potassium fluoride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.5 h / 100 °C / microwave irradiation

7.1: hydrogenchloride; water / 1,4-dioxane / 30 °C

With piperidine; hydrogenchloride; potassium fluoride; water; boron tribromide; sodium hydride; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; carbon dioxide; water; N,N-dimethyl-formamide; mineral oil;