| Identification | Back Directory | [Name]
4-AMino-5-iodopyrrolo[2,3-d]pyriMidine | [CAS]
163622-50-2 | [Synonyms]
4-AMino-5-iodopyrrolo[2,3-d]pyriMidine
5-iodo-1H-pyrrolo[2,3-d]pyrimidin-4-amine
5-iodo-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine
7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 5-iodo- | [Molecular Formula]
C6H5IN4 | [MDL Number]
MFCD13619882 | [MOL File]
163622-50-2.mol | [Molecular Weight]
260.035 |
| Chemical Properties | Back Directory | [Boiling point ]
254.0±50.0 °C(Predicted) | [density ]
2.58±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
11.57±0.20(Predicted) | [Appearance]
Off-white to light brown Solid | [InChI]
InChI=1S/C6H5IN4/c7-3-1-9-6-4(3)5(8)10-2-11-6/h1-2H,(H3,8,9,10,11) | [InChIKey]
KLKWCKQHBCUTCL-UHFFFAOYSA-N | [SMILES]
C1=NC(N)=C2C(I)=CNC2=N1 | [CAS DataBase Reference]
163622-50-2 |
| Hazard Information | Back Directory | [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 |
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