Furo[3,4-b]pyridin-5(7H)-one
- Product Name
- Furo[3,4-b]pyridin-5(7H)-one
- CAS No.
- 5657-51-2
- Chemical Name
- Furo[3,4-b]pyridin-5(7H)-one
- Synonyms
- 4-AZAPHTHALIDE;7H-furo[3,4-b]pyridin-5-one;FURO[3,4-B]PYRIDIN-5(7H)-ONE;5,7-dihydrofuro<3,4-b>pyridin-5-one;FURO[3,4-B]PYRIDIN-5(7H)-ONE/4-AZAPHTHALIDE
- CBNumber
- CB7487563
- Molecular Formula
- C7H5NO2
- Formula Weight
- 135.12
- MOL File
- 5657-51-2.mol
Furo[3,4-b]pyridin-5(7H)-one Property
- Melting point:
- 142-144 °C
- Boiling point:
- 330.9±37.0 °C(Predicted)
- Density
- 1.360±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 1.81±0.20(Predicted)
- Appearance
- White to off-white Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- F865305
- Product name
- Furo[3,4-B]Pyridin-5(7h)-One
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 8276AB
- Product name
- Furo[3,4-b]pyridin-5(7H)-one
- Packaging
- 100mg
- Price
- $49
- Updated
- 2021/12/16
- Product number
- FA142256
- Product name
- 4-Azaphthalide
- Packaging
- 100mg
- Price
- $63
- Updated
- 2021/12/16
- Product number
- FA142256
- Product name
- 4-Azaphthalide
- Packaging
- 250mg
- Price
- $125
- Updated
- 2021/12/16
- Product number
- FA142256
- Product name
- 4-Azaphthalide
- Packaging
- 500mg
- Price
- $220
- Updated
- 2021/12/16
Furo[3,4-b]pyridin-5(7H)-one Chemical Properties,Usage,Production
Synthesis
699-98-9
5657-51-2
General procedure for the synthesis of furan[3,4-B]pyridin-5(7H)-one from 2,3-pyridinedicarboxylic anhydride: NaBH4 (1.14 g, 33.5 mmol) was slowly added to a solution of tetrahydrofuran (THF, 35 mL) of 2,3-pyridinedicarboxylic anhydride (5.0 g, 33.5 mmol) under argon gas protection and the temperature of the reaction was kept at 15 °C. Subsequently, acetic acid (4 g, 67 mmol) was added dropwise and the reaction mixture was stirred continuously at 15 °C for 4 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in a mixture of acetic acid (13.5 mL) and acetic anhydride (13.5 mL) and stirred at 100 °C for 3 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in a mixed solution of water (35 mL) and sodium chloride (6.7 g). The aqueous phase was extracted with chloroform (3 x 40 mL) and the organic layers were combined and concentrated. Finally, recrystallization by isopropanol (z'-PrOH) afforded the target compound furan[3,4-B]pyridin-5(7H)-one (2.5 g, 55% yield) as a light yellow solid with a melting point of 123-125°C. The product was detected by IR (KBr), showing characteristic absorption peaks located at 1778, 1567, 1423, 1355, 1000, 743 cm^-1 ; 1H NMR (300 MHz, CDCl3) spectrum showed δ 8.87 (dd, J = 1.5, 4.9 Hz, 1H), 8.22 (dd, J = 1.5, 7.7 Hz, 1H), and 7.50 (dd, J = 5.0, 7.8 Hz, 1H), 5.33 (s, 2H); ESIMS analysis showed m/z 136 (MH+, relative intensity 100).
References
[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 6, p. 1778 - 1782
[2] Journal of Medicinal Chemistry, 2016, vol. 59, # 8, p. 3840 - 3853
[3] Patent: WO2017/160898, 2017, A1. Location in patent: Paragraph 00104; 00120
[4] Synthesis, 1997, # 1, p. 113 - 116
[5] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 3012 - 3015
Furo[3,4-b]pyridin-5(7H)-one Preparation Products And Raw materials
Raw materials
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View Lastest Price from Furo[3,4-b]pyridin-5(7H)-one manufacturers
- Product
- Furo[3,4-b]pyridin-5(7H)-one 5657-51-2
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1kg-1000kg
- Release date
- 2020-01-02