5-[1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-1H-pyrazol-4-yl]-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 5-[1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-1H-pyrazol-4-yl]-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 1413875-84-9
• Molecular Formula: C₄₃H₄₇ClF₂N₄O₆S₂Si
• Molecular Weight: 881.537
• Mol file: 1413875-84-9.mol

Synonyms:5-[1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-1H-pyrazol-4-yl]-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine

Chemical Property of 5-[1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-1H-pyrazol-4-yl]-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-1H-pyrazol-4-yl]-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine

There total 12 articles about 5-[1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-1H-pyrazol-4-yl]-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine 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: 82.0%

1-((1r,4r)-4-((tert-butyl dimethyl silyl)oxy)cyclo hexyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1257997-17-3) + 5-bromo-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine (1413875-90-7) → 5-[1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-1H-pyrazol-4-yl]-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine (1413875-84-9)

Guidance literature:

With potassium fluoride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 90 ℃; for 1.5h; Inert atmosphere;

Reference yield:

2-chloro-3,6-difluorobenzaldehyde (261762-39-4) → 5-[1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-1H-pyrazol-4-yl]-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine (1413875-84-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium methylate / tetrahydrofuran; methanol / 60 °C

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

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

3.2: 1.5 h / -78 - 20 °C

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

With potassium fluoride; n-butyllithium; sodium methylate; potassium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; water;

Reference yield:

5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 5-[1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-1H-pyrazol-4-yl]-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine (1413875-84-9)

Guidance literature:

Multi-step reaction with 3 steps

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

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

2.2: 1.5 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

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

upstream raw materials:

tert-butyldimethylsilyl chloride

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

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

2-chloro-3,6-difluorobenzaldehyde

Downstream raw materials:

trans-4-(4-{3-[-1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoroethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1H-pyrazol-1-yl)cyclohexanol

C₃₁H₃₉ClF₂N₄O₂Si

trans-4-(4-{3-[(1S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoroethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1H-pyrazol-1-yl)cyclohexanol

trans-4-(4-{3-[(1R)-1-(2-chloro-3-fluoro-6-methoxyphenyl)-2-fluoroethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1H-pyrazol-1-yl)cyclohexanol