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

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Chemical Name:4-(4-?uoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
CAS No.:950661-76-4
Molecular Formula:C₂₁H₂₅FN₄OSSi
Molecular Weight:428.606
Hs Code.:

Synonyms:4-(4-?uoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

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Chemical Property of 4-(4-?uoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

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Technology Process of 4-(4-?uoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

There total 9 articles about 4-(4-?uoro-2-methylphenyl)-2-methylsulfanyl-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:

: 950662-38-1
4-(4-fluoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide

: 950661-76-4
4-(4-?uoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Guidance literature:: With triethylamine; trifluoroacetic anhydride; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.bmc.2012.08.050

Reference yield:

: 950661-64-0
4-chloro-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine

: 950661-76-4
4-(4-?uoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

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

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

2.2: -78 - 20 °C

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

3.2: 0.25 h / 20 °C

4.1: bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate / N,N-dimethyl-formamide; water / 3 h / 80 °C / Inert atmosphere

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

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; sodium hydrogencarbonate; triethylamine; N,N-dimethyl-formamide; trifluoroacetic anhydride; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; 4.1: |Suzuki Coupling;
DOI:10.1016/j.bmc.2012.08.050

Reference yield:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 950661-76-4
4-(4-?uoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

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: bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate / N,N-dimethyl-formamide; water / 3 h / 80 °C / Inert atmosphere

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

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; 5.1: |Suzuki Coupling;
DOI:10.1016/j.bmc.2012.08.050