4-chloro-1'-neopentyl-1-{2-[(3-phenyl-1,2,4-thiadiazol-5-yl)amino]phenyl}-1,2-dihydrospiro[indole-3,4'-piperidine]-7-ol

Base Information

Chemical Name:4-chloro-1'-neopentyl-1-{2-[(3-phenyl-1,2,4-thiadiazol-5-yl)amino]phenyl}-1,2-dihydrospiro[indole-3,4'-piperidine]-7-ol
CAS No.:1554015-19-8
Molecular Formula:C₃₁H₃₄ClN₅OS
Molecular Weight:560.163
Hs Code.:

Synonyms:4-chloro-1'-neopentyl-1-{2-[(3-phenyl-1,2,4-thiadiazol-5-yl)amino]phenyl}-1,2-dihydrospiro[indole-3,4'-piperidine]-7-ol

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Chemical Property of 4-chloro-1'-neopentyl-1-{2-[(3-phenyl-1,2,4-thiadiazol-5-yl)amino]phenyl}-1,2-dihydrospiro[indole-3,4'-piperidine]-7-ol

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Technology Process of 4-chloro-1'-neopentyl-1-{2-[(3-phenyl-1,2,4-thiadiazol-5-yl)amino]phenyl}-1,2-dihydrospiro[indole-3,4'-piperidine]-7-ol

There total 15 articles about 4-chloro-1'-neopentyl-1-{2-[(3-phenyl-1,2,4-thiadiazol-5-yl)amino]phenyl}-1,2-dihydrospiro[indole-3,4'-piperidine]-7-ol 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: 26.0%

: 1554015-82-5
N-(2-(4-chloro-7-methoxy-1'-neopentylspiro[indoline-3,4'-piperidine]-1-yl)phenyl)-3-phenyl-1,2,4-thiadiazol-5-amine

: 1554015-19-8
4-chloro-1'-neopentyl-1-{2-[(3-phenyl-1,2,4-thiadiazol-5-yl)amino]phenyl}-1,2-dihydrospiro[indole-3,4'-piperidine]-7-ol

Guidance literature:: N-(2-(4-chloro-7-methoxy-1'-neopentylspiro[indoline-3,4'-piperidine]-1-yl)phenyl)-3-phenyl-1,2,4-thiadiazol-5-amine; With boron trichloride; tetra-(n-butyl)ammonium iodide; In dichloromethane; at -50 - 23 ℃; for 19h; Inert atmosphere;

With water; In dichloromethane; Cooling;

Reference yield:

: 3282-30-2
pivaloyl chloride

: 1554015-19-8
4-chloro-1'-neopentyl-1-{2-[(3-phenyl-1,2,4-thiadiazol-5-yl)amino]phenyl}-1,2-dihydrospiro[indole-3,4'-piperidine]-7-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: triethylamine / 1,2-dichloro-ethane / 4 h / 23 °C

2.1: Dess-Martin periodane / 0 - 20 °C / Inert atmosphere

3.1: methanol / 2.5 h / 20 °C / Inert atmosphere

3.2: 0 - 50 °C

4.1: sodium tetrahydroborate; methanol / 0 - 20 °C / Inert atmosphere

5.1: caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 16 h / 115 °C / Inert atmosphere

6.1: hydrogen / ethanol; methanol / 16 h

7.1: sodium bis(2-methoxyethoxy)aluminium dihydride / dichloromethane / 5 h / 20 - 40 °C / Inert atmosphere

8.1: dichloromethane / 18 h / 0 - 23 °C

9.1: N,N-dimethyl-formamide / 18 h / 23 °C

9.2: 0.5 h

10.1: tetra-(n-butyl)ammonium iodide; boron trichloride / dichloromethane / 19 h / -50 - 23 °C / Inert atmosphere

10.2: Cooling

With methanol; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hydrogen; boron trichloride; tetra-(n-butyl)ammonium iodide; caesium carbonate; Dess-Martin periodane; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1554015-79-0
4-chloro-1-(2-isothiocyanatophenyl)-7-methoxy-1'-neopentylspiro[indoline-3,4'-piperidine]

: 1554015-19-8
4-chloro-1'-neopentyl-1-{2-[(3-phenyl-1,2,4-thiadiazol-5-yl)amino]phenyl}-1,2-dihydrospiro[indole-3,4'-piperidine]-7-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / 18 h / 23 °C

1.2: 0.5 h

2.1: tetra-(n-butyl)ammonium iodide; boron trichloride / dichloromethane / 19 h / -50 - 23 °C / Inert atmosphere

2.2: Cooling

With boron trichloride; tetra-(n-butyl)ammonium iodide; In dichloromethane; N,N-dimethyl-formamide;