4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-2-methylsulfanyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Base Information

• Chemical Name: 4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-2-methylsulfanyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
• CAS No.: 1131803-37-6
• Molecular Formula: C₂₅H₃₃ClN₄O₅SSi
• Molecular Weight: 565.165

Synonyms:

Chemical Property of 4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-2-methylsulfanyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-2-methylsulfanyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

There total 8 articles about 4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-2-methylsulfanyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile 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:

4-chloro-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (950661-72-0) + C11H16BClO6 (1414850-18-2) → 4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-2-methylsulfanyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (1131803-37-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.08.050

Reference yield:

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-2-methylsulfanyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (1131803-37-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / -78 - 20 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.03 h / -78 °C

3.2: -78 - 20 °C

4.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 0.17 h

4.2: 0.25 h / 20 °C

5.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 0 - 20 °C

6.1: bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate / N,N-dimethyl-formamide; water / 1.5 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; sodium hydride; sodium hydrogencarbonate; triethylamine; N,N-dimethyl-formamide; trifluoroacetic anhydride; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmc.2012.08.050

Reference yield:

2-(methylthio)-4-chloropyrrolo<2,3-d>pyrimidine (57564-94-0) → 4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-2-methylsulfanyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (1131803-37-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / -78 - 20 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.03 h / -78 °C

3.2: -78 - 20 °C

4.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 0.17 h

4.2: 0.25 h / 20 °C

5.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 0 - 20 °C

6.1: bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate / N,N-dimethyl-formamide; water / 1.5 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; sodium hydride; sodium hydrogencarbonate; triethylamine; N,N-dimethyl-formamide; trifluoroacetic anhydride; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmc.2012.08.050

upstream raw materials:

(2-trimethylethylsilylethoxy)methyl chloride

4-chloro-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine

2-(methylthio)-4-chloropyrrolo<2,3-d>pyrimidine

4-chloro-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Downstream raw materials:

2-[4-(2-chloro-5-ethoxy-4-methoxy-phenyl)-5-cyano-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-N-cyclopropyl-acetamide

4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-2-methanesulfonyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

[4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-5-cyano-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester

[4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-5-cyano-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-acetic acid

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