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

Base Information

Chemical Name:1-methylethyl 4-{[7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-(methylamino)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy}-1-piperidinecarboxylate
CAS No.:1001399-61-6
Molecular Formula:C₂₃H₃₀FN₅O₅S
Molecular Weight:507.586
Hs Code.:

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

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

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

There total 7 articles about 1-methylethyl 4-{[7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-(methylamino)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy}-1-piperidinecarboxylate 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:

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

: 1001399-61-6
1-methylethyl 4-{[7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-(methylamino)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy}-1-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: trichlorophosphate / 4 h / Inert atmosphere; Reflux

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

3.1: acetonitrile / 3 h / 60 °C / Inert atmosphere

3.2: 5 h / 70 °C

4.1: sulfuric acid / methanol / 2 h / Reflux

5.1: tetraphosphorus decasulfide / tetrahydrofuran / 12 h / 70 °C / Inert atmosphere

6.1: sodium methylate / methanol / 0.5 h / 20 °C / Inert atmosphere

6.2: 1 h / 60 - 90 °C

7.1: trichlorophosphate / 1 h / 70 °C

8.1: sodium hydride / tetrahydrofuran / 0.5 h / Reflux

8.2: 1.5 h / 20 °C / Reflux

With tetraphosphorus decasulfide; sulfuric acid; sodium methylate; sodium hydride; trichlorophosphate; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/jm301404a

Reference yield:

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

: 1001399-61-6
1-methylethyl 4-{[7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-(methylamino)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy}-1-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

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

2.1: acetonitrile / 3 h / 60 °C / Inert atmosphere

2.2: 5 h / 70 °C

3.1: sulfuric acid / methanol / 2 h / Reflux

4.1: tetraphosphorus decasulfide / tetrahydrofuran / 12 h / 70 °C / Inert atmosphere

5.1: sodium methylate / methanol / 0.5 h / 20 °C / Inert atmosphere

5.2: 1 h / 60 - 90 °C

6.1: trichlorophosphate / 1 h / 70 °C

7.1: sodium hydride / tetrahydrofuran / 0.5 h / Reflux

7.2: 1.5 h / 20 °C / Reflux

With tetraphosphorus decasulfide; sulfuric acid; sodium methylate; sodium hydride; trichlorophosphate; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/jm301404a

Reference yield:

: 1001397-14-3
6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-5-(2-propen-1-yl)-4-pyrimidinamine

: 1001399-61-6
1-methylethyl 4-{[7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-(methylamino)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy}-1-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetonitrile / 3 h / 60 °C / Inert atmosphere

1.2: 5 h / 70 °C

2.1: sulfuric acid / methanol / 2 h / Reflux

3.1: tetraphosphorus decasulfide / tetrahydrofuran / 12 h / 70 °C / Inert atmosphere

4.1: sodium methylate / methanol / 0.5 h / 20 °C / Inert atmosphere

4.2: 1 h / 60 - 90 °C

5.1: trichlorophosphate / 1 h / 70 °C

6.1: sodium hydride / tetrahydrofuran / 0.5 h / Reflux

6.2: 1.5 h / 20 °C / Reflux

With tetraphosphorus decasulfide; sulfuric acid; sodium methylate; sodium hydride; trichlorophosphate; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/jm301404a