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1072027-36-1

1072027-36-1 Structure

1072027-36-1 Structure
IdentificationBack Directory
[Name]

4-(4-Boc-1-piperazinyl)-5-broMo-7H-pyrrolo[2,3-d]pyriMidine
[CAS]

1072027-36-1
[Synonyms]

4-(4-Boc-1-piperazinyl)-5-broMo-7H-pyrrolo[2,3-d]pyriMidine
tert-butyl 4-(5-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboxylate
1-Piperazinecarboxylic acid, 4-(5-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-, 1,1-dimethylethyl ester
[Molecular Formula]

C15H20BrN5O2
[MOL File]

1072027-36-1.mol
[Molecular Weight]

382.26
Chemical PropertiesBack Directory
[density ]

1.498±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

12.19±0.50(Predicted)
Hazard InformationBack Directory
[Uses]

4-(4-Boc-1-piperazinyl)-5-bromo-7H-pyrrolo[2,3-d]pyrimidine is used as a reactant in the preparation of 4-(piperazin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine derivatives as Akt inhibitors with antiproliferative effects.
[Synthesis]

5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

22276-95-5

1-BOC-Piperazine

57260-71-6

4-(4-Boc-1-piperazinyl)-5-broMo-7H-pyrrolo[2,3-d]pyriMidine

1072027-36-1

5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (5 mmol) and N-BOC-piperazine (6 mmol) were dissolved in 5 mL of dioxane in the presence of diisopropylethylamine (DIEA, 7.5 mmol). The reaction mixture was placed in a microwave reactor and heated at 80 °C for 2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product obtained was purified by recrystallization to afford intermediate 3, 4-(4-BOC-1-piperazinyl)-5-bromo-7H-pyrrolo[2,3-d]pyrimidine, as a white solid in 78.5% yield.

[References]

[1] Patent: CN108997351, 2018, A. Location in patent: Paragraph 0075; 0112; 0151; 0152
[2] Archiv der Pharmazie, 2016, vol. 349, # 5, p. 356 - 362
[3] European Journal of Medicinal Chemistry, 2017, vol. 138, p. 543 - 551
[4] Patent: WO2008/128072, 2008, A2. Location in patent: Page/Page column 39; 40
[5] Patent: WO2008/128072, 2008, A2. Location in patent: Page/Page column 39; 40
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