Pyrrolo[1,2-a]pyrazine, 1,2,3,4-tetrahydro- (9CI) Chemical Properties

Boiling point:

239.6±28.0 °C(Predicted)

Density 

1.18±0.1 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

7.40±0.20(Predicted)

Appearance

Colorless to light yellow Liquid

Safety Information

RIDADR 

3265

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

2933998090

Pyrrolo[1,2-a]pyrazine, 1,2,3,4-tetrahydro- (9CI) Usage And Synthesis

Synthesis

General procedure for the synthesis of 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine from 2-(1H-pyrrol-1-yl)ethylamine and formaldehyde: 2-(1H-pyrrol-1-yl)ethylamine (2 g, 18 mmol) was dissolved in 40 mL of ethanol, followed by the addition of 40% aqueous formaldehyde (1.5 mL, 18 mmol) and the slow dropwise addition of 1 mL trifluoroacetic acid. The reaction mixture was heated to 50 °C and maintained for 15 minutes, then cooled to room temperature and stirred continuously for 12 hours. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure, diluted by adding 50 mL of ethyl acetate, and the organic phase was washed with 50 mL of saturated sodium bicarbonate solution, followed by drying with anhydrous sodium sulfate and filtration. Finally, the filtrate was concentrated by decompression to afford 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine (1.60 g, 72.7% yield) as a light yellow oil.

References

[1] Patent: EP2604610, 2013, A1. Location in patent: Paragraph 0082; 0084
[2] Patent: US2013/131068, 2013, A1. Location in patent: Paragraph 0105
[3] Patent: US2008/153843, 2008, A1. Location in patent: Page/Page column 75
[4] Patent: CN108250128, 2018, A. Location in patent: Paragraph 0787; 0789; 0792; 0793
[5] Patent: US2009/186899, 2009, A1. Location in patent: Page/Page column 37; 41

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