4-{[1-(ethylsulfonyl)-4-piperidinyl]oxy}-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Base Information

Chemical Name:4-{[1-(ethylsulfonyl)-4-piperidinyl]oxy}-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine
CAS No.:1001398-90-8
Molecular Formula:C₂₀H₂₅FN₄O₅S₂
Molecular Weight:484.573
Hs Code.:

Synonyms:4-{[1-(ethylsulfonyl)-4-piperidinyl]oxy}-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

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Chemical Property of 4-{[1-(ethylsulfonyl)-4-piperidinyl]oxy}-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

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Technology Process of 4-{[1-(ethylsulfonyl)-4-piperidinyl]oxy}-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

There total 7 articles about 4-{[1-(ethylsulfonyl)-4-piperidinyl]oxy}-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine 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: 70.0%

: 1001398-45-3
7-[2-fluoro-4-(methylsulfonyl)phenyl]-4-(4-piperidinyloxy)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine trifluoroacetate

: 594-44-5
Ethanesulfonyl chloride

: 1001398-90-8
4-{[1-(ethylsulfonyl)-4-piperidinyl]oxy}-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: 7-[2-fluoro-4-(methylsulfonyl)phenyl]-4-(4-piperidinyloxy)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine trifluoroacetate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;

Ethanesulfonyl chloride; In dichloromethane; at 20 ℃; for 18h;

Reference yield: 70.0%

: 1001397-21-2
1,1-dimethylethyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarboxylate

: 594-44-5
Ethanesulfonyl chloride

: 1001398-90-8
4-{[1-(ethylsulfonyl)-4-piperidinyl]oxy}-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: 1,1-dimethylethyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

Ethanesulfonyl chloride; With triethylamine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/jm301404a

Reference yield:

: 16019-30-0
6-hydroxy-5-(2-propen-1-yl)-4(1H)-pyrimidinone

: 1001398-90-8
4-{[1-(ethylsulfonyl)-4-piperidinyl]oxy}-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: trichlorophosphate / 4 h / Inert atmosphere; Reflux

2.1: sodium hydride / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

3.1: ozone / dichloromethane; methanol / -78 - 20 °C / Inert atmosphere

4.1: triethylamine; Methanesulfonic anhydride / dichloromethane / 15 h / 5 - 20 °C

5.1: sodium hydride / tetrahydrofuran / 0.5 h / Reflux

5.2: 1.5 h / 20 °C / Reflux

6.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

6.2: 18 h / 20 °C

With sodium hydride; ozone; triethylamine; trifluoroacetic acid; trichlorophosphate; Methanesulfonic anhydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm301404a