S-methyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarbothioate

Base Information

Chemical Name:S-methyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarbothioate
CAS No.:1001398-65-7
Molecular Formula:C₂₀H₂₃FN₄O₄S₂
Molecular Weight:466.557
Hs Code.:

Synonyms:S-methyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarbothioate

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Chemical Property of S-methyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarbothioate

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Technology Process of S-methyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarbothioate

There total 6 articles about S-methyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarbothioate 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: 85.0%

: 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

: 18369-83-0
methyl thiochloroformate

: 1001398-65-7
S-methyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarbothioate

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;

methyl thiochloroformate; 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

: 1001398-65-7
S-methyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarbothioate

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

Reference yield:

: 16019-31-1
5-allyl-4,6-dichloropyrimidine

: 1001398-65-7
S-methyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarbothioate

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4.1: sodium hydride / tetrahydrofuran / 0.5 h / Reflux

4.2: 1.5 h / 20 °C / Reflux

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

5.2: 18 h / 20 °C

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