(2S)-3-[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]propane-1,2-diol

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Chemical Name:(2S)-3-[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]propane-1,2-diol
CAS No.:1350325-59-5
Molecular Formula:C₂₃H₂₂ClF₃N₄O₃
Molecular Weight:494.901
Hs Code.:

Synonyms:(2S)-3-[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]propane-1,2-diol

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Chemical Property of (2S)-3-[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]propane-1,2-diol

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Technology Process of (2S)-3-[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]propane-1,2-diol

There total 15 articles about (2S)-3-[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]propane-1,2-diol 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:

: C₃₁H₃₄ClF₃N₄O₅

: 1350325-59-5
(2S)-3-[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]propane-1,2-diol

Guidance literature:: C₃₁H₃₄ClF₃N₄O₅; With hydrogenchloride; water; In 1,4-dioxane; at 20 ℃;

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

: 1350325-59-5
(2S)-3-[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]propane-1,2-diol

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 / 20 °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

: 1350325-59-5
(2S)-3-[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]propane-1,2-diol

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 / 20 °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;