[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

Base Information

Chemical Name:[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
CAS No.:1131803-43-4
Molecular Formula:C₂₈H₃₇ClN₄O₇SSi
Molecular Weight:637.229
Hs Code.:

[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

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Chemical Property of [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

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Technology Process of [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

There total 11 articles about [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 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:

: 1131803-40-1
4-[2-chloro-4-methoxy-5-(2-methoxy-ethoxymethoxy)-phenyl]-2-methanesulfonyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

: 623-51-8
ethyl 2-sulfanylacetate

: 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

Guidance literature:: With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.08.050

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 8 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

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;
DOI:10.1016/j.bmc.2012.08.050

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 8 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

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;
DOI:10.1016/j.bmc.2012.08.050