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163622-50-2

163622-50-2 Structure

163622-50-2 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P280-P301+P312-P305+P351+P338
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

4-AMino-5-iodopyrrolo[2,3-d]pyriMidine(163622-50-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-Amino-7H-pyrrolo[2,3-d]pyrimidine

1500-85-2

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

163622-50-2

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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