(2S)-3-(3-Chloro-2-{(1S)-1-[5-(1,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethyl}-4-fluorophenoxy)propane-1,2-diol

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Chemical Name:(2S)-3-(3-Chloro-2-{(1S)-1-[5-(1,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethyl}-4-fluorophenoxy)propane-1,2-diol
CAS No.:1350324-00-3
Molecular Formula:C₂₃H₂₄ClFN₄O₃
Molecular Weight:458.92
Hs Code.:

Synonyms:(2S)-3-(3-Chloro-2-{(1S)-1-[5-(1,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethyl}-4-fluorophenoxy)propane-1,2-diol

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Chemical Property of (2S)-3-(3-Chloro-2-{(1S)-1-[5-(1,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethyl}-4-fluorophenoxy)propane-1,2-diol

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Technology Process of (2S)-3-(3-Chloro-2-{(1S)-1-[5-(1,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethyl}-4-fluorophenoxy)propane-1,2-diol

There total 13 articles about (2S)-3-(3-Chloro-2-{(1S)-1-[5-(1,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethyl}-4-fluorophenoxy)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:

: 1350324-07-0
tert-butyl 3-[(1S)-1-(2-chloro-6-{[(2S)-2,3-dihydroxypropyl]oxy}-3-fluorophenyl)ethyl]-5-(1,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

: 1350324-00-3
(2S)-3-(3-Chloro-2-{(1S)-1-[5-(1,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethyl}-4-fluorophenoxy)propane-1,2-diol

Guidance literature:: With hydrogenchloride; water; In 1,4-dioxane; at 20 ℃; for 16h;

Reference yield:

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

: 1350324-00-3
(2S)-3-(3-Chloro-2-{(1S)-1-[5-(1,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethyl}-4-fluorophenoxy)propane-1,2-diol

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 / 23 h / 60 °C

8.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.67 h / 95 °C / microwave irradiation; sealed tube

9.1: hydrogenchloride; water / 1,4-dioxane / 1 h / 20 °C

10.1: hydrogenchloride; water / 1,4-dioxane / 16 h / 20 °C

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

Reference yield:

: 202925-07-3
2-chloro-1-fluoro-4-methoxybenzene

: 1350324-00-3
(2S)-3-(3-Chloro-2-{(1S)-1-[5-(1,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethyl}-4-fluorophenoxy)propane-1,2-diol

Guidance literature:: Multi-step reaction with 11 steps

1.1: n-butyllithium / tert-butyl methyl ether; hexanes / 3 h / -78 °C

1.2: 0.75 h / -60 °C

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

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

3.2: -60 - 45 °C / Inert atmosphere

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

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

5.2: 0.5 h / 0 - 20 °C

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

6.2: 17 h / -40 - 20 °C

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

8.1: potassium carbonate / N,N-dimethyl-formamide / 23 h / 60 °C

9.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.67 h / 95 °C / microwave irradiation; sealed tube

10.1: hydrogenchloride; water / 1,4-dioxane / 1 h / 20 °C

11.1: hydrogenchloride; water / 1,4-dioxane / 16 h / 20 °C

With piperidine; hydrogenchloride; n-butyllithium; boron trifluoride diethyl etherate; water; boron tribromide; sodium hydride; potassium carbonate; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; dichloromethane; tert-butyl methyl ether; carbon dioxide; water; N,N-dimethyl-formamide; mineral oil;