RO 5028442

Base Information

• Chemical Name: RO 5028442
• CAS No.: 920022-47-5
• Molecular Formula: C₂₅H₂₈ClN₃O₂
• Molecular Weight: 437.969
• Mol file: 920022-47-5.mol

Synonyms:

Chemical Property of RO 5028442

Chemical Property:

• Boiling Point: 621.3±55.0 °C(Predicted)
• PKA: 9.27±0.28(Predicted)
• Density: 1.28±0.1 g/cm3(Predicted)

Purity/Quality:

99%, ^*data from raw suppliers

RO5028442 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of RO 5028442

There total 6 articles about RO 5028442 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: 84.0%

(6-chloro-1H-indol-3-yl)-spiro[1H-isobenzofuran-3,4′-piperidine]-1′-yl-methanone + (2-chloroethyl)dimethylamine hydrochloride (4584-46-7) → [6-chloro-1-[2-(dimethylamino)ethyl]indol-3-yl]-spiro[1H-isobenzofuran-3,4′-piperidine]-1′-yl-methanone (920022-47-5)

Guidance literature:

(6-chloro-1H-indol-3-yl)-spiro[1H-isobenzofuran-3,4′-piperidine]-1′-yl-methanone; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

(2-chloroethyl)dimethylamine hydrochloride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm501745f

Reference yield:

6-chloroindole (17422-33-2) → [6-chloro-1-[2-(dimethylamino)ethyl]indol-3-yl]-spiro[1H-isobenzofuran-3,4′-piperidine]-1′-yl-methanone (920022-47-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N,N-dimethyl-formamide / 0 °C / Inert atmosphere

2.1: water / 2 h / Reflux; Inert atmosphere; Alkaline conditions

2.2: 0 °C / pH 5 / Inert atmosphere

3.1: oxalyl dichloride / N,N-dimethyl-formamide; tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

5.2: 12 h / 20 °C / Inert atmosphere

With oxalyl dichloride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm501745f

Reference yield:

1-(6-chloro-1H-indol-3-yl)-2,2,2-trifluoroethan-1-one (676477-10-4) → [6-chloro-1-[2-(dimethylamino)ethyl]indol-3-yl]-spiro[1H-isobenzofuran-3,4′-piperidine]-1′-yl-methanone (920022-47-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: water / 2 h / Reflux; Inert atmosphere; Alkaline conditions

1.2: 0 °C / pH 5 / Inert atmosphere

2.1: oxalyl dichloride / N,N-dimethyl-formamide; tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

4.2: 12 h / 20 °C / Inert atmosphere

With oxalyl dichloride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm501745f

upstream raw materials:

6-chloroindole

(2-chloroethyl)dimethylamine hydrochloride

1-(6-chloro-1H-indol-3-yl)-2,2,2-trifluoroethan-1-one

6-chloro-1H-indole-3-carboxylic acid

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