3-(5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)-1-(2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-hydroxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}phenyl)urea

Base Information

• Chemical Name: 3-(5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)-1-(2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-hydroxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}phenyl)urea
• CAS No.: 1557206-59-3
• Molecular Formula: C₃₆H₃₅ClF₂N₆O₂S
• Molecular Weight: 689.229
• Mol file: 1557206-59-3.mol

Synonyms:3-(5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)-1-(2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-hydroxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}phenyl)urea

Chemical Property of 3-(5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)-1-(2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-hydroxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}phenyl)urea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)-1-(2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-hydroxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}phenyl)urea

There total 14 articles about 3-(5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)-1-(2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-hydroxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}phenyl)urea 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: 50.0%

3-(5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)-1-(2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-methoxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}phenyl)urea (1557208-57-7) → 3-(5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)-1-(2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-hydroxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}phenyl)urea (1557206-59-3)

Guidance literature:

3-(5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)-1-(2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-methoxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}phenyl)urea; With boron trichloride; tetra-(n-butyl)ammonium iodide; In dichloromethane; at -78 - 20 ℃; for 16h; Inert atmosphere;

In methanol; water; for 0.5h;

Reference yield:

2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-methoxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}aniline (1557208-55-5) → 3-(5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)-1-(2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-hydroxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}phenyl)urea (1557206-59-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / 1,2-dichloro-ethane / 1 h / 20 °C

1.2: 4.5 h / 75 °C

2.1: tetra-(n-butyl)ammonium iodide; boron trichloride / dichloromethane / 16 h / -78 - 20 °C / Inert atmosphere

2.2: 0.5 h

With boron trichloride; tetra-(n-butyl)ammonium iodide; potassium carbonate; In dichloromethane; 1,2-dichloro-ethane;

Reference yield:

1-[4-bromo-5-fluoro-7-methoxy-1-(2-nitrophenyl)-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-yl]-2,2-dimethylpropan-1-one (1557209-51-4) → 3-(5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)-1-(2-{1′-(2,2-dimethylpropyl)-5-fluoro-4-(4-fluorophenyl)-7-hydroxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl}phenyl)urea (1557206-59-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,2-dimethoxyethane / 48 h / 100 °C / Inert atmosphere

2.1: zinc; ammonium chloride / methanol; ethyl acetate / 1 h / 20 °C

3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / dichloromethane / 16 h / 20 °C

4.1: potassium carbonate / 1,2-dichloro-ethane / 1 h / 20 °C

4.2: 4.5 h / 75 °C

5.1: tetra-(n-butyl)ammonium iodide; boron trichloride / dichloromethane / 16 h / -78 - 20 °C / Inert atmosphere

5.2: 0.5 h

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; boron trichloride; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; ammonium chloride; sodium bis(2-methoxyethoxy)aluminium dihydride; zinc; In methanol; 1,2-dimethoxyethane; dichloromethane; ethyl acetate; 1,2-dichloro-ethane;

upstream raw materials:

2,6-dicholoro-3-nitropyridine

3-amino-2,6-dichloropyridine

5-chlorothiazolo[5,4-b]pyridin-2-amine

1-[4-bromo-5-fluoro-7-methoxy-1-(2-nitrophenyl)-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-yl]-2,2-dimethylpropan-1-one