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ChemicalBook >  Product Catalog >  Pharmaceutical intermediates >  Heterocyclic compound >  Pyridine compound >  Benzylpyridinium >  6-Benzyl-5,7-dihydro-5,7-dioxopyrrolo[3,4-b]pyridine

6-Benzyl-5,7-dihydro-5,7-dioxopyrrolo[3,4-b]pyridine

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6-Benzyl-5,7-dihydro-5,7-dioxopyrrolo[3,4-b]pyridine Basic information

Product Name:
6-Benzyl-5,7-dihydro-5,7-dioxopyrrolo[3,4-b]pyridine
Synonyms:
  • 6-Benzyl-5,7-dihydro-5,7-dioxopyrrolo[3,4-b]pyridine
  • 6-(Phenylmethyl)-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione
  • N-Benzyl- 2,3-pyridinedicarboximide
  • NSC 151664
  • 6-Benzyl-6H-pyrrolo[3,4-b]pyridine- 5,7-dione
  • 6-Benzyl-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione
  • 2,3-Pyridinedicarboximide,N-benzyl
  • 6-Benzyl-5,7-dihydro-5,7-dioxopyrrolo[3,4-b]pyridin
CAS:
18184-75-3
MF:
C14H10N2O2
MW:
238.24
Product Categories:
  • Aromatics
  • Heterocycles
Mol File:
18184-75-3.mol
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6-Benzyl-5,7-dihydro-5,7-dioxopyrrolo[3,4-b]pyridine Chemical Properties

Melting point:
154-156°C
Boiling point:
418.9±28.0 °C(Predicted)
Density 
1.368±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
-0.78±0.20(Predicted)
color 
Off-White
InChI
InChI=1S/C14H10N2O2/c17-13-11-7-4-8-15-12(11)14(18)16(13)9-10-5-2-1-3-6-10/h1-8H,9H2
InChIKey
DWUBVULEMQOCPO-UHFFFAOYSA-N
SMILES
C12C(=O)N(CC3=CC=CC=C3)C(=O)C1=CC=CN=2
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6-Benzyl-5,7-dihydro-5,7-dioxopyrrolo[3,4-b]pyridine Usage And Synthesis

Chemical Properties

Off-White Solid

Synthesis

89-00-9

100-46-9

18184-75-3

6-Benzyl-6H-pyrrolo[3,4-B]pyridine-5,7-dione was synthesized using 2,3-pyridinedicarboxylic acid and benzylamine as raw materials by the same method as described previously, and the reaction conditions were adjusted to react at 150 °C for 18-26 hours. After completion of the reaction, the crude product was purified using a 15 cm x 2.5 cm silica gel column with a hexane solution of 60-80% ethyl acetate as eluent. The yield of the purified product was recorded in Table 3. Special note: Saturated NH4Cl solution was used instead of 1 M HCl in the step of washing pyridine derivatives.

References

[1] Tetrahedron, 2015, vol. 71, # 48, p. 9101 - 9111
[2] Patent: CN105777750, 2016, A. Location in patent: Paragraph 0024; 0025; 0040
[3] Asian Journal of Chemistry, 2013, vol. 25, # 15, p. 8701 - 8707

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