1-benzenesulfonyl-5-chloro-3-(2-methylsulfanylpyrimidin-5-ylmethyl)-1H-pyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 1-benzenesulfonyl-5-chloro-3-(2-methylsulfanylpyrimidin-5-ylmethyl)-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 1029052-81-0
• Molecular Formula: C₁₉H₁₅ClN₄O₂S₂
• Molecular Weight: 430.939
• Mol file: 1029052-81-0.mol

Synonyms:1-benzenesulfonyl-5-chloro-3-(2-methylsulfanylpyrimidin-5-ylmethyl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property of 1-benzenesulfonyl-5-chloro-3-(2-methylsulfanylpyrimidin-5-ylmethyl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzenesulfonyl-5-chloro-3-(2-methylsulfanylpyrimidin-5-ylmethyl)-1H-pyrrolo[2,3-b]pyridine

There total 3 articles about 1-benzenesulfonyl-5-chloro-3-(2-methylsulfanylpyrimidin-5-ylmethyl)-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:

2-(methylsulfanyl)pyrimidine-5-carbaldehyde (90905-31-0) → 1-benzenesulfonyl-5-chloro-3-(2-methylsulfanylpyrimidin-5-ylmethyl)-1H-pyrrolo[2,3-b]pyridine (1029052-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -40 - 5 °C / Inert atmosphere

1.2: 2 h / -40 - 10 °C

2.1: trifluoroacetic acid; triethylsilane / acetonitrile / 3 h / 80 °C

With triethylsilane; isopropylmagnesium chloride; trifluoroacetic acid; In tetrahydrofuran; acetonitrile;

Reference yield:

5-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine (900514-08-1) → 1-benzenesulfonyl-5-chloro-3-(2-methylsulfanylpyrimidin-5-ylmethyl)-1H-pyrrolo[2,3-b]pyridine (1029052-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 15 h / 0 - 20 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -40 - 5 °C / Inert atmosphere

2.2: 2 h / -40 - 10 °C / Inert atmosphere

3.1: triethylsilane; trifluoroacetic acid / acetonitrile / 3 h / 80 °C

With triethylsilane; isopropylmagnesium chloride; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; mineral oil;

Reference yield:

5-chloro-1H-pyrrolo[2,3-b]pyridine (866546-07-8) → 1-benzenesulfonyl-5-chloro-3-(2-methylsulfanylpyrimidin-5-ylmethyl)-1H-pyrrolo[2,3-b]pyridine (1029052-81-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Iodine monochloride; pyridine / dichloromethane / 2.33 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 15 h / 0 - 20 °C

3.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -40 - 5 °C / Inert atmosphere

3.2: 2 h / -40 - 10 °C / Inert atmosphere

4.1: triethylsilane; trifluoroacetic acid / acetonitrile / 3 h / 80 °C

With pyridine; triethylsilane; isopropylmagnesium chloride; Iodine monochloride; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil;

upstream raw materials:

2-(methylsulfanyl)pyrimidine-5-carbaldehyde

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

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

Downstream raw materials:

[5-(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyrimidin-2-yl]-(4-methyl-cyclohexyl)-amine

[5-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyrimidin-2-yl]-(4-methyl-cyclohexyl)-amine

[5-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyrimidin-2-yl]-cyclohexyl-amine

1-benzenesulfonyl-5-chloro-3-(2-methanesulfonylpyrimidin-5-ylmethyl)-1H-pyrrolo[2,3-b]pyridine