1-iodo-3-isopropyliMidazo[1,5-a]pyrazin-8-aMine synthesis
- Product Name:1-iodo-3-isopropyliMidazo[1,5-a]pyrazin-8-aMine
- CAS Number:1320266-94-1
- Molecular formula:C9H11IN4
- Molecular Weight:302.11
![8-chloro-1-iodo-3-isopropyliMidazo[1,5-a]pyrazine](/CAS/20150408/GIF/1320266-92-9.gif)
1320266-92-9
1320266-94-1
General procedure for the synthesis of 1-iodo-3-isopropylimidazo[1,5-a]pyrazin-8-amine from 8-chloro-1-iodo-3-isopropylimidazo[1,5-a]pyrazine: Intermediate K (33 mg, 0.10 mmol) was placed in a microwave reactor with concentrated ammonia (NH4OH) and heated to 80 °C and maintained for 6 hours. Upon completion of the reaction, the mixture was concentrated under vacuum to remove the solvent. Subsequently, purification was carried out by silica gel column chromatography with gradient elution of hexane/ethyl acetate (EtOAc) to afford intermediate L (33 mg, 66% yield). The structure of the product was confirmed by nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 300 MHz, CDCl3): δ 1.4 (d, 6H, J = 5.4 Hz), 3.17-3.26 (m, 1H), 5.88 (br s, 2H), 7.02 (d, 1H, J = 5.1 Hz), 7.23 (d, 1H, J = 5.1 Hz). The mass spectrum (ESI) showed the molecular ion peak (M + H)+ of 303.2.
1320266-92-9
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Yield:1320266-94-1 66%
Reaction Conditions:
with ammonium hydroxide at 80; for 6 h;Microwave irradiation;
Steps:
66
Intermediate K (33 mg, 0.10 mmol) and NH4OH were heated to 80 °C for 6 h in a microwave. The reaction mixture was concentrated in vacuo and purified using silica gel chromatography with a hexane/EtOAc gradient to yield Intermediate L (33 mg, 66% yield). ?-NMR (300 MHz, CDC13) δ 1.4 (d, 6H, / = 5.4 Hz), 3.17-3.26 (m, 1H), 5.88 (br s, 2H), 7.02 (d, 1H, J= 5.1 Hz), 7.23 (d, 1H, J= 5.1 Hz). MS (ESI) (M+H)+ 303.2
References:
WO2011/94628,2011,A1 Location in patent:Page/Page column 107
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![8-chloro-3-isopropyliMidazo[1,5-a]pyrazine](/CAS/20150408/GIF/1320266-90-7.gif)
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