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71469-82-4

71469-82-4 Structure

71469-82-4 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

Ethyl (6-aminopyridin-2-yl)acetate(71469-82-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

(6-TERT-BUTOXYCARBONYLAMINO-PYRIDIN-2-YL)-ACETIC ACID ETHYL ESTER

408365-87-7

Ethyl (6-aminopyridin-2-yl)acetate

71469-82-4

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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