5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine

Base Information

Chemical Name:5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine
CAS No.:1259012-01-5
Molecular Formula:C₁₉H₁₄ClFN₄O₃S₂
Molecular Weight:464.929
Hs Code.:

Synonyms:5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine

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Chemical Property of 5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine

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Technology Process of 5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine

There total 7 articles about 5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)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: 96.0%

: 5-chloro-3-(5-fluoro-4-(methylthio)pyrimidin-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

: 1259012-01-5
5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 4h;
DOI:10.1021/jm5007275

Reference yield:

: 866546-09-0
3-bromo-5-chloro-1 H-pyrrolo[2,3-b]pyridine

: 1259012-01-5
5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 18 h / 90 °C / Inert atmosphere

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 0.25 h / 125 °C / Inert atmosphere; Sealed tube

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; In 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; 2.1: |Suzuki Coupling;
DOI:10.1021/jm5007275

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 1259012-01-5
5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 18 h / 90 °C / Inert atmosphere

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 0.25 h / 125 °C / Inert atmosphere; Sealed tube

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; In 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; 2.1: |Suzuki Coupling;
DOI:10.1021/jm5007275