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]cyclohexanone

Base Information

Chemical Name: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]cyclohexanone
CAS No.:1350324-62-7
Molecular Formula:C₂₆H₂₄ClF₃N₄O₂
Molecular Weight:516.95
Hs Code.:

Synonyms: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]cyclohexanone

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Chemical Property of 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]cyclohexanone

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Technology Process of 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]cyclohexanone

There total 18 articles about 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]cyclohexanone 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:

: 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

: 1350324-62-7
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]cyclohexanone

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.0833333h;

Reference yield:

: 23511-05-9
toluene-4-sulfonic acid 1,4-dioxa-spiro[4.5]dec-8-yl ester

: 1350324-62-7
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]cyclohexanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate; 18-crown-6 ether / N,N-dimethyl-formamide / 72 h / 80 °C

2.1: water; pyridinium p-toluenesulfonate / acetone / 60 °C

3.1: ethanol; sodium tetrahydroborate / 3 h / 20 °C

4.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / 20 °C

4.2: 2 h / 20 °C

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

7.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.08 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; 18-crown-6 ether; ethanol; water; isopropylmagnesium chloride; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone;

Reference yield:

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1350324-62-7
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]cyclohexanone

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium hydroxide / methanol / 12 h / 20 °C

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

2.2: -60 - 45 °C / Inert atmosphere

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

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

4.2: 0.5 h / 0 - 20 °C

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

5.2: 17 h / -40 - 20 °C

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

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

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

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

10.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.08 h / 20 °C

With piperidine; hydrogenchloride; boron trifluoride diethyl etherate; water; boron tribromide; sodium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; carbon dioxide; water; N,N-dimethyl-formamide; mineral oil;