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

Base Information

Chemical Name:trans-4-[4-(3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)-5-methyl-1H-pyrazol-1-yl]cyclohexanol
CAS No.:1350324-23-0
Molecular Formula:C₂₆H₂₆ClF₃N₄O₂
Molecular Weight:518.966
Hs Code.:

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

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

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

There total 17 articles about trans-4-[4-(3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)-5-methyl-1H-pyrazol-1-yl]cyclohexanol 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:

: C₃₁H₃₄ClF₃N₄O₄

: 1350324-23-0
trans-4-[4-(3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)-5-methyl-1H-pyrazol-1-yl]cyclohexanol

Guidance literature:: C₃₁H₃₄ClF₃N₄O₄; With hydrogenchloride; water; In 1,4-dioxane; at 45 ℃;

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

: 1350324-23-0
trans-4-[4-(3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)-5-methyl-1H-pyrazol-1-yl]cyclohexanol

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 carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 95 °C

6.1: hydrogenchloride; water / 1,4-dioxane / 45 °C

With piperidine; hydrogenchloride; 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:

: 1350322-49-4
5-bromo-3-[(2-chloro-3-fluoro-6-methoxyphenyl)-hydroxymethyl]-1H-pyrrolo[2,3-b]pyridine

: 1350324-23-0
trans-4-[4-(3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)-5-methyl-1H-pyrazol-1-yl]cyclohexanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.5 h / -60 °C

1.2: -60 - 45 °C / Inert atmosphere

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

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

3.2: 0.5 h / 0 - 20 °C

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

4.2: 17 h / -40 - 20 °C

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

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

7.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 95 °C

8.1: hydrogenchloride; water / 1,4-dioxane / 45 °C

With piperidine; hydrogenchloride; boron trifluoride diethyl etherate; 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;