Ethyl-2-(diphenylaMino)pyriMidine-5-carboxylate Chemical Properties

storage temp. 

Sealed in dry,Room Temperature

Ethyl-2-(diphenylaMino)pyriMidine-5-carboxylate Usage And Synthesis

Synthesis

The general procedure for the synthesis of ethyl 2-(diphenylamino)pyrimidine-5-carboxylate from iodobenzene and compound (CAS: 864172-93-0) was as follows: compound 2 (6.2 g, 25 mmol), iodobenzene (6.12 g, 30 mmol), CuI (955 mg, 5.0 mmol), Cs2CO3 (16.3 g, 50 mmol) The mixture in TEOS (200 mL) was degassed and purged with nitrogen. The resulting mixture was stirred and reacted at 140 °C for 14 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was diluted with EtOAc (200 mL) and 95% EtOH (200 mL) and filtered through a pre-prepared column of NH4F-H2O silica gel [50 g, prepared by adding NH4F (100 g) to water (1500 mL) followed by silica gel (500 g, 100-200 mesh)]. The mixture was allowed to stand for 2 h at room temperature before being filtered and the solid was collected and washed with EtOAc. The filtrate was concentrated to dryness and the residue was purified by silica gel column chromatography (petroleum ether/EtOAc = 10:1) to give a yellow solid product (3 g, 38% yield).

References

[1] Patent: WO2011/91213, 2011, A2. Location in patent: Page/Page column 73-74
[2] Patent: WO2013/13113, 2013, A2. Location in patent: Page/Page column 69
[3] Patent: US2015/99744, 2015, A1. Location in patent: Paragraph 0234
[4] Patent: US2015/105384, 2015, A1. Location in patent: Paragraph 0400; 0401
[5] Patent: US2015/105358, 2015, A1. Location in patent: Paragraph 0390-0391

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