1-methylethyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-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-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarboxylate
• CAS No.: 1001397-56-3
• Molecular Formula: C₂₃H₂₉FN₄O₅S
• Molecular Weight: 492.571
• Mol file: 1001397-56-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about 1-methylethyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-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: 98.0%

7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-4-(4-piperidinyloxy)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine trifluoroacetate (1001397-55-2) + isopropyl chloroformate (108-23-6) → 1-methylethyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarboxylate (1001397-56-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; at 20 ℃; for 18h;

Reference yield: 98.0%

1,1-dimethylethyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarboxylate (1001397-53-0) + isopropyl chloroformate (108-23-6) → 1-methylethyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarboxylate (1001397-56-3)

Guidance literature:

1,1-dimethylethyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2.5h; Inert atmosphere;

isopropyl chloroformate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; at 20 ℃; for 8h;

DOI:10.1021/jm301404a

Reference yield:

(2-propenyl)propanedioic acid diethyl ester (2049-80-1) → 1-methylethyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarboxylate (1001397-56-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium methylate / methanol / 37 h / 20 °C / Inert atmosphere

2.1: trichlorophosphate / 4 h / Inert atmosphere; Reflux

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

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

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

6.1: sodium hydride / tetrahydrofuran / 0.5 h / Reflux

6.2: 1.5 h / 20 °C / Reflux

7.1: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C / Inert atmosphere

7.2: 8 h / 20 °C

With sodium methylate; sodium hydride; ozone; triethylamine; trifluoroacetic acid; trichlorophosphate; Methanesulfonic anhydride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm301404a

upstream raw materials:

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

isopropyl chloroformate

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

(2-propenyl)propanedioic acid diethyl ester