4-AMino-5-iodopyrrolo[2,3-d]pyriMidine

Synthesis

The general procedure for the synthesis of 5-iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine using 4-amino-7H-pyrrolo[2,3-d]pyrimidine as starting material was as follows: 7H-pyrrolo[2,3-d]pyrimidin-4-amine (1.3 g, 9.7 mmol, 1.0 eq.) was dissolved in chloroform (45 mL) at room temperature, followed by the addition of N-iodo-substituted butylenedi imide (NIS, 2.18 g, 9.7 mmol, 1.0 equiv). The reaction mixture was heated to reflux for 2 hours. Upon completion of the reaction, the precipitate was collected by filtration and dried under vacuum to afford the target product 5-iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine (2.09 g, 83% yield) as a white solid.

References

[1] Patent: WO2018/11628, 2018, A1. Location in patent: Paragraph 00303
[2] Patent: CN106831790, 2017, A. Location in patent: Paragraph 0043-0046
[3] Patent: WO2014/184069, 2014, A1. Location in patent: Page/Page column 33; 34
[4] Organic and Biomolecular Chemistry, 2014, vol. 12, # 28, p. 5158 - 5167
[5] Patent: WO2017/161344, 2017, A1. Location in patent: Paragraph 0813; 0820