8-[2-[bis-(4-methoxybenzyl)amino]-3-chloro-5-(2-ethyl-1,1-dioxo-2,3-dihydro-1H-benzo[d]isothiazol-5-yl)pyridin-4-yl]-2,8-diazaspiro[4.5]decan-1-one

Base Information

• Chemical Name: 8-[2-[bis-(4-methoxybenzyl)amino]-3-chloro-5-(2-ethyl-1,1-dioxo-2,3-dihydro-1H-benzo[d]isothiazol-5-yl)pyridin-4-yl]-2,8-diazaspiro[4.5]decan-1-one
• CAS No.: 1607838-28-7
• Molecular Formula: C₃₈H₄₂ClN₅O₅S
• Molecular Weight: 716.301
• Mol file: 1607838-28-7.mol

Synonyms:8-[2-[bis-(4-methoxybenzyl)amino]-3-chloro-5-(2-ethyl-1,1-dioxo-2,3-dihydro-1H-benzo[d]isothiazol-5-yl)pyridin-4-yl]-2,8-diazaspiro[4.5]decan-1-one

Chemical Property of 8-[2-[bis-(4-methoxybenzyl)amino]-3-chloro-5-(2-ethyl-1,1-dioxo-2,3-dihydro-1H-benzo[d]isothiazol-5-yl)pyridin-4-yl]-2,8-diazaspiro[4.5]decan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-[2-[bis-(4-methoxybenzyl)amino]-3-chloro-5-(2-ethyl-1,1-dioxo-2,3-dihydro-1H-benzo[d]isothiazol-5-yl)pyridin-4-yl]-2,8-diazaspiro[4.5]decan-1-one

There total 12 articles about 8-[2-[bis-(4-methoxybenzyl)amino]-3-chloro-5-(2-ethyl-1,1-dioxo-2,3-dihydro-1H-benzo[d]isothiazol-5-yl)pyridin-4-yl]-2,8-diazaspiro[4.5]decan-1-one 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: 67.0%

5-dihydroxyboryl-2-ethyl-2,3-dihydro-benzo[d]isothiazole 1,1-dioxide (1607838-27-6) + 8-{2-[bis-(4-methoxybenzyl)amino]-5-bromo-3-chloropyridin-4-yl}-2,8-diazaspiro[4.5]decan-1-one (1607838-06-1) → 8-[2-[bis-(4-methoxybenzyl)amino]-3-chloro-5-(2-ethyl-1,1-dioxo-2,3-dihydro-1H-benzo[d]isothiazol-5-yl)pyridin-4-yl]-2,8-diazaspiro[4.5]decan-1-one (1607838-28-7)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In acetonitrile; at 120 ℃; for 1h; Microwave irradiation;

Reference yield:

5-bromo-2-ethyl-2,3-dihydro-benzo[d]isothiazole 1,1-dioxide (1607838-26-5) → 8-[2-[bis-(4-methoxybenzyl)amino]-3-chloro-5-(2-ethyl-1,1-dioxo-2,3-dihydro-1H-benzo[d]isothiazol-5-yl)pyridin-4-yl]-2,8-diazaspiro[4.5]decan-1-one (1607838-28-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 16 h / 70 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / acetonitrile / 1 h / 120 °C / Microwave irradiation

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In tetrahydrofuran; acetonitrile;

Reference yield:

meta-bromotoluene (591-17-3) → 8-[2-[bis-(4-methoxybenzyl)amino]-3-chloro-5-(2-ethyl-1,1-dioxo-2,3-dihydro-1H-benzo[d]isothiazol-5-yl)pyridin-4-yl]-2,8-diazaspiro[4.5]decan-1-one (1607838-28-7)

Guidance literature:

Multi-step reaction with 8 steps

1: chlorosulfonic acid / dichloromethane / 6 h / -20 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 15.33 h / 20 °C

3: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / chloroform / 16 h / Reflux

4: sodium hydroxide / methanol / 3 h / 20 °C

5: trifluoroacetic acid / 16 h / 0.5 °C

6: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

7: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 16 h / 70 °C

8: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / acetonitrile / 1 h / 120 °C / Microwave irradiation

With chlorosulfonic acid; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 2,2'-azobis(isobutyronitrile); sodium carbonate; potassium carbonate; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

5-bromo-2-(tert-butyl)-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide

5-bromo-2,3-dihydro-benzo[d]isothiazole 1,1-dioxide

5-bromo-2-ethyl-2,3-dihydro-benzo[d]isothiazole 1,1-dioxide

5-dihydroxyboryl-2-ethyl-2,3-dihydro-benzo[d]isothiazole 1,1-dioxide