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

Base Information

Chemical Name:2-[4-(2-chloro-4,5-dimethoxy-phenyl)-5-cyano-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-N-cyclopropyl-acetamide
CAS No.:1131803-55-8
Molecular Formula:C₂₆H₃₂ClN₅O₄SSi
Molecular Weight:574.176
Hs Code.:

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

Synonyms:2-[4-(2-chloro-4,5-dimethoxy-phenyl)-5-cyano-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-N-cyclopropyl-acetamide

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Chemical Property of 2-[4-(2-chloro-4,5-dimethoxy-phenyl)-5-cyano-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-N-cyclopropyl-acetamide

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Technology Process of 2-[4-(2-chloro-4,5-dimethoxy-phenyl)-5-cyano-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-N-cyclopropyl-acetamide

There total 11 articles about 2-[4-(2-chloro-4,5-dimethoxy-phenyl)-5-cyano-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-N-cyclopropyl-acetamide 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: 93.0%

: 1131803-52-5
2-[4-(2-chloro-5-hydroxy-4-methoxy-phenyl)-5-cyano-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-N-cyclopropyl-acetamide

: 74-88-4
methyl iodide

: 1131803-55-8
2-[4-(2-chloro-4,5-dimethoxy-phenyl)-5-cyano-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-N-cyclopropyl-acetamide

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield:

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

: 1131803-55-8
2-[4-(2-chloro-4,5-dimethoxy-phenyl)-5-cyano-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-N-cyclopropyl-acetamide

Guidance literature:: Multi-step reaction with 12 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

8.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

9.1: sodium hydroxide / water; methanol / 2 h / 20 °C

10.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / tetrahydrofuran; acetonitrile / 1 h / 20 °C

11.1: pyridinium p-toluenesulfonate / isopropyl alcohol / 80 °C / Inert atmosphere

12.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N,N-dimethyl-formamide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; sodium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; mineral oil;
DOI:10.1016/j.bmc.2012.08.050

Reference yield:

: 1131803-43-4
[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

: 1131803-55-8
2-[4-(2-chloro-4,5-dimethoxy-phenyl)-5-cyano-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylsulfanyl]-N-cyclopropyl-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydroxide / water; methanol / 2 h / 20 °C

2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / tetrahydrofuran; acetonitrile / 1 h / 20 °C

3: pyridinium p-toluenesulfonate / isopropyl alcohol / 80 °C / Inert atmosphere

4: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1016/j.bmc.2012.08.050