3-(4-fluorophenyl)-6-((3-(pyridin-4-yloxy)azetidin-1-yl)methyl)imidazo[1,5-a]pyrazin-8(7H)-one

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Chemical Name:3-(4-fluorophenyl)-6-((3-(pyridin-4-yloxy)azetidin-1-yl)methyl)imidazo[1,5-a]pyrazin-8(7H)-one
CAS No.:1430840-87-1
Molecular Formula:C₂₁H₁₈FN₅O₂
Molecular Weight:391.405
Hs Code.:

Synonyms:3-(4-fluorophenyl)-6-((3-(pyridin-4-yloxy)azetidin-1-yl)methyl)imidazo[1,5-a]pyrazin-8(7H)-one

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Chemical Property of 3-(4-fluorophenyl)-6-((3-(pyridin-4-yloxy)azetidin-1-yl)methyl)imidazo[1,5-a]pyrazin-8(7H)-one

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Technology Process of 3-(4-fluorophenyl)-6-((3-(pyridin-4-yloxy)azetidin-1-yl)methyl)imidazo[1,5-a]pyrazin-8(7H)-one

There total 12 articles about 3-(4-fluorophenyl)-6-((3-(pyridin-4-yloxy)azetidin-1-yl)methyl)imidazo[1,5-a]pyrazin-8(7H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 62.0%

: 6-chloromethyl-3-(4-fluorophenyl)-7H-imidazo[1,5-a]pyrazin-8-one

: 4-(azetidin-3-yloxy)pyridine hydrochloride

: 1430840-87-1
3-(4-fluorophenyl)-6-((3-(pyridin-4-yloxy)azetidin-1-yl)methyl)imidazo[1,5-a]pyrazin-8(7H)-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; Reflux;

Reference yield:

: 1137478-55-7
5-amino-3-methoxypyrazine-2-carbonitrile

: 1430840-87-1
3-(4-fluorophenyl)-6-((3-(pyridin-4-yloxy)azetidin-1-yl)methyl)imidazo[1,5-a]pyrazin-8(7H)-one

Guidance literature:: Multi-step reaction with 11 steps

1: dmap / dichloromethane / 10 - 20 °C

2: hydrogen; ammonia / methanol / 20 °C / 760.05 Torr

3: triethylamine / dichloromethane / 2 h / 20 °C

4: trifluoroacetic acid / dichloromethane / 20 °C

5: copper(l) iodide; isopentyl nitrite; diiodomethane / tetrahydrofuran / 3 h / 75 °C / Inert atmosphere

6: triethylamine; trichlorophosphate / acetonitrile / 6 h / 85 °C / Inert atmosphere

7: triethylamine; copper(l) iodide; palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 16 h / 85 °C / 22502.3 Torr

8: calcium chloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 1.5 h / 20 °C

9: thionyl chloride / dichloromethane / 2 h / Cooling with ice

10: hydrogenchloride / water; methanol / 1 h / 70 °C

11: N-ethyl-N,N-diisopropylamine / acetonitrile / Reflux

With hydrogenchloride; dmap; sodium tetrahydroborate; copper(l) iodide; thionyl chloride; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; diiodomethane; ammonia; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; calcium chloride; trichlorophosphate; isopentyl nitrite; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;

Reference yield:

: 4-fluoro-N-(5-iodo-3-methoxypyrazin-2-ylmethyl)benzamide

: 1430840-87-1
3-(4-fluorophenyl)-6-((3-(pyridin-4-yloxy)azetidin-1-yl)methyl)imidazo[1,5-a]pyrazin-8(7H)-one

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine; trichlorophosphate / acetonitrile / 6 h / 85 °C / Inert atmosphere

2: triethylamine; copper(l) iodide; palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 16 h / 85 °C / 22502.3 Torr

3: calcium chloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 1.5 h / 20 °C

4: thionyl chloride / dichloromethane / 2 h / Cooling with ice

5: hydrogenchloride / water; methanol / 1 h / 70 °C

6: N-ethyl-N,N-diisopropylamine / acetonitrile / Reflux

With hydrogenchloride; sodium tetrahydroborate; copper(l) iodide; thionyl chloride; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; N-ethyl-N,N-diisopropylamine; calcium chloride; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;