| Identification | Back Directory | [Name]
Ethyl (6-aminopyridin-2-yl)acetate | [CAS]
71469-82-4 | [Synonyms]
Ethyl 2-(6-aminopyridin-2-yl) 2-(6-aMinopyridin-2-yl)butanoate N-(2-AMinopyriMidin-4-yl)acetaMide Ethyl (6-aminopyridin-2-yl)acetate ethyl2-(6-aminopyridin-2-yl)acetate 6-AMINO-2-PYRIDINEACETIC ACID ETHYL ESTER 2-Pyridineacetic acid, 6-amino-, ethyl ester 2-(6-amino-2-pyridinyl)acetic acid ethyl ester Ethyl (6-aminopyridin-2-yl)acetate ISO 9001:2015 REACH | [EINECS(EC#)]
200-589-5 | [Molecular Formula]
C9H12N2O2 | [MDL Number]
MFCD22690793 | [MOL File]
71469-82-4.mol | [Molecular Weight]
180.2 |
| Chemical Properties | Back Directory | [Boiling point ]
298.7±25.0 °C(Predicted) | [density ]
1.168±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
5.84±0.24(Predicted) | [Appearance]
Off-white to light yellow Solid | [InChI]
InChI=1S/C9H12N2O2/c1-2-13-9(12)6-7-4-3-5-8(10)11-7/h3-5H,2,6H2,1H3,(H2,10,11) | [InChIKey]
AJIPGVQKXQFJNX-UHFFFAOYSA-N | [SMILES]
C1(CC(OCC)=O)=NC(N)=CC=C1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of ethyl (6-aminopyridin-2-yl)acetate from ethyl [6-[(tert-butoxycarbonyl)amino]-2-pyridinyl]acetate: to a solution of ethyl [6-[(tert-butoxycarbonyl)amino]-2-pyridinyl]acetate (1.38 g, 4.92 mmol) in methylene chloride (20 ml), was added a solution of dioxane in 4 M HCl (4 equiv. 19.7 mmol) and the reaction mixture was stirred at room temperature for 4 hours. Subsequently, 4 equivalents of dioxane solution of 4M HCl was added additionally and stirring was continued for 16 hours. Upon completion of the reaction, the mixture was concentrated in vacuum to afford the crude product ethyl (6-aminopyridin-2-yl)acetate (1.20 g, yield >100%, containing about 14% of the feedstock). Analysis by LC/MS showed a product purity of about 75% (MH+, m/z 181, retention time Rt=0.68 min). The resulting product does not require further purification and can be used directly in subsequent reactions. | [References]
[1] Patent: WO2006/50908, 2006, A1. Location in patent: Page/Page column 32; 39-40 |
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