5-ethoxypyridin-2-amine
- Product Name
- 5-ethoxypyridin-2-amine
- CAS No.
- 89943-11-3
- Chemical Name
- 5-ethoxypyridin-2-amine
- Synonyms
- 5-ethoxypyridin-2-amine;5-ethoxy-2-PyridinaMine;2-PYRIDINAMINE, 5-ETHOXY-
- CBNumber
- CB21778418
- Molecular Formula
- C7H10N2O
- Formula Weight
- 138.17
- MOL File
- 89943-11-3.mol
5-ethoxypyridin-2-amine Property
- Melting point:
- 86 °C
- Boiling point:
- 264.4±20.0 °C(Predicted)
- Density
- 1.101±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 3.63±0.10(Predicted)
- Appearance
- Light yellow to brown Solid-Liquid Mixture
Safety
- HS Code
- 2933399990
N-Bromosuccinimide Price
- Product number
- E937153
- Product name
- 5-Ethoxypyridin-2-amine
- Packaging
- 500mg
- Price
- $220
- Updated
- 2021/12/16
- Product number
- E937153
- Product name
- 5-Ethoxypyridin-2-amine
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- 119435
- Product name
- 5-Ethoxypyridin-2-amine
- Purity
- 95+%
- Packaging
- 5g
- Price
- $1674
- Updated
- 2021/12/16
- Product number
- 119435
- Product name
- 5-Ethoxypyridin-2-amine
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $224
- Updated
- 2021/12/16
- Product number
- OR926327
- Product name
- 5-Ethoxypyridin-2-amine
- Purity
- 95%
- Packaging
- 1g
- Price
- $420
- Updated
- 2021/12/16
5-ethoxypyridin-2-amine Chemical Properties,Usage,Production
Synthesis
137347-01-4
89943-11-3
1. 2-Bromo-3-hydroxypyridine (11.95 mmol), ethyl iodide (23.91 mmol) and K2CO3 (21.51 mmol) were dissolved in DMF (20 mL) and heated to 80 °C for 2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was diluted with H2O (20 mL) and extracted with EtOAc (3 x 25 mL). The organic phases were combined, washed sequentially with H2O (25 mL) and brine (25 mL), dried over anhydrous MgSO4 and concentrated under reduced pressure to give 2-bromo-3-ethoxypyridine as an off-white solid (1.99 g, 83% yield). 2. 2-bromo-3-ethoxypyridine (0.01 mol) was slowly added to a mixture of fuming nitric acid (8 mL) and concentrated sulfuric acid (8 mL) at 0°C. The reaction solution became clear yellow. After the reaction solution turned to a clear yellow color, it was heated to 55°C for 1 hour. Cooled to room temperature, the reaction solution was slowly added dropwise to ice water (400 mL). The solid was collected by filtration to give 2-bromo-3-ethoxy-6-nitropyridine as a light yellow solid (1.40 g, 57% yield). 3. 2-Bromo-3-ethoxy-6-nitropyridine was dissolved in a minimal amount of EtOAc (10 mL) and diluted with EtOH (55 mL). 10% Pd/C catalyst (made as a slurry with EtOAc) was added and the mixture was placed in a Parr apparatus and reacted under hydrogen atmosphere (40 psi down to 18 psi) for 1 hour. Upon completion of the reaction, the catalyst was removed by filtration with diatomaceous earth and the filtrate was concentrated. The residue was diluted with 6 M HCl (50 mL) and extracted with EtOAc (3 x 50 mL) and the organic phase was discarded. The aqueous phase was alkalized with 1 M NaOH (50 mL) and extracted with EtOAc (3 x 50 mL). The organic phases were combined, dried over anhydrous MgSO4 and concentrated under reduced pressure to give 5-ethoxypyridin-2-amine as a brown oil (722 mg, 94% yield). 4. Example 307 was prepared in 40% yield with non-critical modifications according to Method C. HRMS (ESI) calculated value C11H10F3N5O2S + H 335.0585, measured value 335.0584.
References
[1] Patent: US2003/236287, 2003, A1. Location in patent: Page 40
[2] Recueil des Travaux Chimiques des Pays-Bas, 1949, vol. 68, p. 275,282
5-ethoxypyridin-2-amine Preparation Products And Raw materials
Raw materials
Preparation Products
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