5-ethynyl-2-pyridinaMine

5-ethynyl-2-pyridinaMine Property

Melting point:

127-129 °C

Boiling point:

246.5±25.0 °C(Predicted)

Density 

1.13±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

5.13±0.13(Predicted)

Appearance

Yellow to orange Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H361Suspected of damaging fertility or the unborn child

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P308+P313IF exposed or concerned: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P391Collect spillage. Hazardous to the aquatic environment

P405Store locked up.

P501Dispose of contents/container to..…

5-ethynyl-2-pyridinaMine Chemical Properties,Usage,Production

Uses

5-Ethynyl-2-pyridinamine (CAS:82454-61-3) is a useful research compound.

Synthesis

General procedure for the synthesis of 5-alkynylpyridin-2-amines from 2-amino-5-[(trimethylsilyl)ethynyl]pyridines: To a mixed solution of 5-trimethylsilyl ethynyl-pyridin-2-ylamine (26 mg, 137 μmol) described in Preparation Example 28-1-2 in tetrahydrofuran (1 mL) and methanol (1 mL) was added potassium carbonate (37.9 mg, 274 μ mol). The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the reaction solution was partitioned into water and ethyl acetate at 0 °C for extraction. The organic layer was washed with saturated aqueous sodium chloride solution and dried with anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure and the residue was purified by silica gel column chromatography (eluent: heptane/ethyl acetate=1:1) to afford the target product 5-alkynylpyridin-2-amines (16 mg, 99% yield).1H-NMR (CDCl3) δ (ppm): 3.07 (1H, s), 4.73 (2H, brs), 6.46 (1H, d, J=8.6 Hz). 7.53 (1H, dd, J=2.2,8.6 Hz), 8.21 (1H, s).

References

[1] Patent: US2009/82403, 2009, A1. Location in patent: Page/Page column 76-77
[2] Patent: US2007/105904, 2007, A1. Location in patent: Page/Page column 74
[3] Dalton Transactions, 2006, vol. 6, # 13, p. 1627 - 1635
[4] Patent: WO2005/90333, 2005, A1. Location in patent: Page/Page column 71
[5] Patent: US2007/287739, 2007, A1. Location in patent: Page/Page column 7