2-Pyridinecarboxylic acid, 1,6-dihydro-6-oxo-1-(phenylMethoxy)-
Uses- Product Name
- 2-Pyridinecarboxylic acid, 1,6-dihydro-6-oxo-1-(phenylMethoxy)-
- CAS No.
- 210366-15-7
- Chemical Name
- 2-Pyridinecarboxylic acid, 1,6-dihydro-6-oxo-1-(phenylMethoxy)-
- Synonyms
- 6-oxo-1-phenylmethoxypyridine-2-carboxylic acid;1-(benzyloxy)-6-oxopyridine-2-carboxylic acid - [AC78114];1-(benzyloxy)-2-oxo-1,2-dihydropyridine-6-carboxylic acid;1-(Benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylic acid;1,6-dihydro-6-oxo-1-(phenylMethoxy)-2-Pyridinecarboxylic acid;2-Pyridinecarboxylic acid, 1,6-dihydro-6-oxo-1-(phenylMethoxy)-
- CBNumber
- CB42605229
- Molecular Formula
- C13H11NO4
- Formula Weight
- 245.23
- MOL File
- 210366-15-7.mol
2-Pyridinecarboxylic acid, 1,6-dihydro-6-oxo-1-(phenylMethoxy)- Property
- Melting point:
- 176-177 °C
- Boiling point:
- 403.3±55.0 °C(Predicted)
- Density
- 1.38±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 3.98±0.20(Predicted)
- Appearance
- Off-white to light yellow Solid
N-Bromosuccinimide Price
- Product number
- FB141546
- Product name
- 1-(Benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylic acid
- Packaging
- 100mg
- Price
- $58
- Updated
- 2021/12/16
- Product number
- W4396
- Product name
- 1-(Benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylicacid
- Packaging
- 250mg
- Price
- $108
- Updated
- 2021/12/16
- Product number
- FB141546
- Product name
- 1-(Benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylic acid
- Packaging
- 250mg
- Price
- $115
- Updated
- 2021/12/16
- Product number
- FB141546
- Product name
- 1-(Benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylic acid
- Packaging
- 500mg
- Price
- $200
- Updated
- 2021/12/16
- Product number
- FB141546
- Product name
- 1-(Benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylic acid
- Packaging
- 1g
- Price
- $350
- Updated
- 2021/12/16
2-Pyridinecarboxylic acid, 1,6-dihydro-6-oxo-1-(phenylMethoxy)- Chemical Properties,Usage,Production
Uses
1-(benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylic acid is a carboxylic acid organic compound that can be used as an organic intermediate.
Synthesis
100-44-7
94781-89-2
210366-15-7
General procedure for the synthesis of 1-(benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylic acid from benzyl chloride and 1-hydroxy-6-oxo-1,6-dihydropyridine-2-carboxylic acid: 1-hydroxy-6-carboxy-2(1H)-pyridinone (15.5 g, 0.1 mol) and anhydrous potassium carbonate (27.6 g, 0.2 mol) were mixed with benzyl chloride (15.2 g, 0.12 mol) were mixed in methanol (250 mL) and reacted at reflux for 16 hours. After completion of the reaction, the mixture was filtered and the filtrate was evaporated to dryness. The residue was dissolved in water (50 mL) and acidified with 6N HCl to pH 2. A white precipitate was isolated by filtration, washed with cold water, and dried under vacuum to give 22.3 g (91% yield) of 1-benzyloxy-6-carboxy-2(1H)-pyridinone with a melting point of 176-177 °C. The product was purified by 1H NMR (1H NMR) (1H NMR) and dried under vacuum. The product was characterized by 1H NMR (300 MHz, CDCl3) and 13C NMR (75 MHz, DMSO-d6) with the following data: 1H NMR δ 5.269 (s, 2H), 6.546 (dd, J = 16 Hz, J = 6.7 Hz, 1H), 6.726 (dd, J = 16 Hz, J = 9.2 Hz, 1H), 7.39 -7.51 (m, 6H); 13C NMR δ 77.9, 106.0, 124.1, 128.5, 129.1, 129.6, 133.8, 138.7, 140.5, 157.7, 161.7. Elemental analysis (C13H11NO4) calculated values: C, 63.66 (63.75); H, 4.53 (4.55) N, 5.71 (5.52).
References
[1] Journal of Medicinal Chemistry, 2014, vol. 57, # 11, p. 4849 - 4860
[2] Journal of Medicinal Chemistry, 2002, vol. 45, # 18, p. 3963 - 3971
[3] Patent: WO2008/8797, 2008, A2. Location in patent: Page/Page column 58
[4] Patent: WO2007/121453, 2007, A2. Location in patent: Page/Page column 108
[5] Patent: WO2017/105565, 2017, A2. Location in patent: Paragraph 0109
2-Pyridinecarboxylic acid, 1,6-dihydro-6-oxo-1-(phenylMethoxy)- Preparation Products And Raw materials
Raw materials
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