1,3-Dihydro-2H-pyrrolo[3,2-b]pyridin-2-one Chemical Properties

Melting point:

204-206 °C

Boiling point:

336.9±37.0 °C(Predicted)

Density 

1.286±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

12.84±0.20(Predicted)

Appearance

Light brown to brown Solid

CAS DataBase Reference

32501-05-6

1,3-Dihydro-2H-pyrrolo[3,2-b]pyridin-2-one Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-azaindol-2-one from 2-(3-aminopyridin-2-yl)ethyl acetate: 2-(3-aminopyridin-2-yl)ethyl acetate (6.94 g, 0.038 mol) was dissolved in ether (100 mL) at room temperature. A 2 M hydrochloric acid solution (35 mL) was added slowly and the reaction mixture was stirred for 30 minutes. Subsequently, the volatile solvent was removed by rotary evaporation to give a brown solid product. This crude product was purified by recrystallization from a solvent mixture of ethanol and ether to give white crystals of 4-azaindol-2-one (4.0 g, 62% yield). The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 12.35 (s, 1H), 8.12 (m, 1H), 7.90 (m, 1H), 7.14 (m, 1H), 5.75 (s, 2H). Electrospray mass spectrometry (ESI-MS) showed the molecular ion peak m/z 135 ([M+H]+).

References

[1] Patent: US6369086, 2002, B1
[2] Patent: US6369086, 2002, B1
[3] Patent: US6624171, 2003, B1
[4] Patent: US6350747, 2002, B1. Location in patent: Page column 72
[5] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 4, p. 953 - 957

1,3-Dihydro-2H-pyrrolo[3,2-b]pyridin-2-one(32501-05-6)Related Product Information

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