2-AMINO-3-MORPHOLIN-4-YLPYRAZINE

2-AMINO-3-MORPHOLIN-4-YLPYRAZINE Property

Boiling point:

383.9±42.0 °C(Predicted)

Density 

1.273±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

4.83±0.10(Predicted)

Appearance

White to off-white Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

2-AMINO-3-MORPHOLIN-4-YLPYRAZINE Chemical Properties,Usage,Production

Synthesis

In a sealed tube, 3-chloropyrazin-2-amine (10 g, 77 mmol) and morpholine (40 mL, 463 mmol) were mixed and the reaction was heated at 120 °C for 12 hours. After completion of the reaction, the reaction mixture was diluted with ethyl acetate (200 mL), washed sequentially with water and brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The concentrated residue was recrystallized by ethyl acetate and filtered to obtain 2-amino-3-morpholin-4-ylpyrazine (white solid, 7.45 g). The filtrate was further concentrated and purified by silica gel column chromatography (60-90 °C petroleum ether: ethyl acetate = 1:1) to give a second batch of 2-amino-3-morpholin-4-ylpyrazine (white solid, 5.38 g). The total yield was 92%.

References

[1] Tetrahedron Letters, 2016, vol. 57, # 21, p. 2311 - 2314
[2] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 13, p. 3315 - 3329
[3] Patent: WO2011/110545, 2011, A1. Location in patent: Page/Page column 72
[4] Patent: US2012/329792, 2012, A1. Location in patent: Page/Page column 33
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 10, p. 4196 - 4212