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

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Chemical Name:4-(2-chloro-4-methoxy-5-methoxymethoxyphenyl)-2-methanesulfonyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
CAS No.:950662-46-1
Molecular Formula:C₂₃H₂₉ClN₄O₆SSi
Molecular Weight:553.111
Hs Code.:

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

Synonyms:4-(2-chloro-4-methoxy-5-methoxymethoxyphenyl)-2-methanesulfonyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

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Chemical Property of 4-(2-chloro-4-methoxy-5-methoxymethoxyphenyl)-2-methanesulfonyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

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Technology Process of 4-(2-chloro-4-methoxy-5-methoxymethoxyphenyl)-2-methanesulfonyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

There total 13 articles about 4-(2-chloro-4-methoxy-5-methoxymethoxyphenyl)-2-methanesulfonyl-7-(2-trimethylsilanylethoxymethyl)-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: 80.0%

: 950662-45-0
4-(2-chloro-4-methoxy-5-methoxymethoxyphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

: 950662-46-1
4-(2-chloro-4-methoxy-5-methoxymethoxyphenyl)-2-methanesulfonyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

Reference yield:

: 37942-01-1
5-bromo-2-methoxyphenol

: 950662-46-1
4-(2-chloro-4-methoxy-5-methoxymethoxyphenyl)-2-methanesulfonyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: trifluoroacetic acid; N-chloro-succinimide / acetonitrile / 16 h / 20 °C

2: phosphorus pentoxide / chloroform / 0 - 20 °C / Inert atmosphere

3: n-butyllithium; Triisopropyl borate / hexane; tetrahydrofuran / -78 - 20 °C / Inert atmosphere

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

5: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; N-chloro-succinimide; n-butyllithium; Triisopropyl borate; phosphorus pentoxide; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; 4: |Suzuki Coupling;
DOI:10.1016/j.bmc.2012.08.050

Reference yield:

: 57564-94-0
2-(methylthio)-4-chloropyrrolo<2,3-d>pyrimidine

: 950662-46-1
4-(2-chloro-4-methoxy-5-methoxymethoxyphenyl)-2-methanesulfonyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 7 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

7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; sodium hydride; sodium hydrogencarbonate; triethylamine; N,N-dimethyl-formamide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 6.1: |Suzuki Coupling;
DOI:10.1016/j.bmc.2012.08.050