trans-4-(4-{3-[(1S)-1-(2,6-dichloro-3-fluorophenyl)-2-fluoroethyl]-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-(2,6-dichloro-3-fluorophenyl)-2-fluoroethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanol
• CAS No.: 1350325-41-5
• Molecular Formula: C₂₅H₂₄Cl₂F₂N₄O
• Molecular Weight: 505.395
• Mol file: 1350325-41-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 15 articles about trans-4-(4-{3-[(1S)-1-(2,6-dichloro-3-fluorophenyl)-2-fluoroethyl]-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:

trans-4-(4-{3-[1-(2,6-Dichloro-3-fluorophenyl)-2-fluoroethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanol (1350325-36-8) → trans-4-(4-{3-[(1S)-1-(2,6-dichloro-3-fluorophenyl)-2-fluoroethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanol (1350325-41-5) + trans-4-(4-{3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)-2-fluoroethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanol (1350325-40-4)

Guidance literature:

With ChiralPak IA; In methanol; carbon dioxide; isopropylamine; Resolution of racemate;

Reference yield:

2,6-dichloro-3-fluorobenzaldehyde (178813-77-9) → trans-4-(4-{3-[(1S)-1-(2,6-dichloro-3-fluorophenyl)-2-fluoroethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanol (1350325-41-5) + trans-4-(4-{3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)-2-fluoroethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanol (1350325-40-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium hydroxide / methanol / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 1 h / -78 - 20 °C

3.1: potassium fluoride / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 1.5 h / 90 °C / Inert atmosphere

4.1: disodium hydrogenphosphate; methanol / tetrahydrofuran / 1.5 h / -20 - -5 °C

5.1: hydrogenchloride; water / tetrahydrofuran / 0.5 h / 20 °C

5.2: pH ~ 9

6.1: ChiralPak IA / carbon dioxide; isopropylamine; methanol / Resolution of racemate

With hydrogenchloride; methanol; potassium fluoride; disodium hydrogenphosphate; n-butyllithium; water; potassium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; carbon dioxide; water; isopropylamine;

Reference yield:

1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1350324-24-1) → trans-4-(4-{3-[(1S)-1-(2,6-dichloro-3-fluorophenyl)-2-fluoroethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanol (1350325-41-5) + trans-4-(4-{3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)-2-fluoroethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanol (1350325-40-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium fluoride / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 1.5 h / 90 °C / Inert atmosphere

2.1: disodium hydrogenphosphate; methanol / tetrahydrofuran / 1.5 h / -20 - -5 °C

3.1: hydrogenchloride; water / tetrahydrofuran / 0.5 h / 20 °C

3.2: pH ~ 9

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

With hydrogenchloride; methanol; potassium fluoride; disodium hydrogenphosphate; water; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; carbon dioxide; water; isopropylamine;

upstream raw materials:

2,6-dichloro-3-fluorobenzaldehyde

2,6?dichloro?3?fluorobenzoic acid

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

5-bromo-1H-pyrrolo[2,3-b]pyridine