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876343-10-1

876343-10-1 Structure

876343-10-1 Structure
IdentificationBack Directory
[Name]

4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine
[CAS]

876343-10-1
[Synonyms]

4-Chloro-6-iodo-7H-pyrrol...
4-chloro-6-iodo-7H-pyrrolo[2
4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine
4-chloro-6-iodo-1H-pyrrolo[2,3-d]pyrimidine
7H-Pyrrolo[2,3-d]pyrimidine, 4-chloro-6-iodo-
4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine ISO 9001:2015 REACH
Product English Name: 4-Chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine
[Molecular Formula]

C6H3ClIN3
[MDL Number]

MFCD11518919
[MOL File]

876343-10-1.mol
[Molecular Weight]

279.47
Chemical PropertiesBack Directory
[density ]

2.284±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[pka]

9.74±0.50(Predicted)
[Appearance]

Light yellow to yellow Solid
[InChI]

InChI=1S/C6H3ClIN3/c7-5-3-1-4(8)11-6(3)10-2-9-5/h1-2H,(H,9,10,11)
[InChIKey]

DXPVKZYVQANEDW-UHFFFAOYSA-N
[SMILES]

C1=NC(Cl)=C2C=C(I)NC2=N1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933599590
Spectrum DetailBack Directory
[Spectrum Detail]

4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine(876343-10-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-CHLORO-7-(PHENYLSULFONYL)-7H-PYRROLO[2,3-D]PYRIMIDINE

186519-89-1

4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine

876343-10-1

The general procedure for the synthesis of 4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidines from 4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidines was carried out as follows: according to the literature [20], 4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidines (1) (5.42 g, 18.5 mmol) were subjected to iodination reaction. Upon completion of the reaction, a 9:1 mixture of 2:3 (6.0 g) was obtained. The mixture was mixed with THF (125 mL) and a methanolic solution of 5 M NaOH (21 mL). After stirring for 2 hours at room temperature, saturated aqueous NH4Cl solution (125 mL) was added and the mixture was concentrated. The precipitate formed was collected by filtration and washed with water. Subsequently, the precipitate was ground with boiling acetonitrile (1 g/10 mL) to give 4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine (3.96 g, 14.2 mmol, 77% yield) as a white solid with a melting point of 219 °C (decomposition) (220 °C reported in literature [20]).1H NMR (400 MHz, DMSO-d6) δ: 12.57 (s, 1H), 8.51 (s, 1H), 6.88 (s, 1H). The obtained 1H NMR data were in agreement with those reported in the literature [20].

[References]

[1] European Journal of Medicinal Chemistry, 2016, vol. 124, p. 583 - 607
[2] European Journal of Pharmaceutical Sciences, 2014, vol. 59, # 1, p. 69 - 82
[3] Patent: WO2015/959, 2015, A1
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