(R)-ethyl 3-(1-(benzyloxycarbonyl)piperidin-3-yl)-8-chloroimidazo[1,5-a]pyrazine-5-carboxylate

Base Information

Chemical Name:(R)-ethyl 3-(1-(benzyloxycarbonyl)piperidin-3-yl)-8-chloroimidazo[1,5-a]pyrazine-5-carboxylate
CAS No.:1419223-12-3
Molecular Formula:C₂₂H₂₃ClN₄O₄
Molecular Weight:442.902
Hs Code.:

Synonyms:(R)-ethyl 3-(1-(benzyloxycarbonyl)piperidin-3-yl)-8-chloroimidazo[1,5-a]pyrazine-5-carboxylate

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Chemical Property of (R)-ethyl 3-(1-(benzyloxycarbonyl)piperidin-3-yl)-8-chloroimidazo[1,5-a]pyrazine-5-carboxylate

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Technology Process of (R)-ethyl 3-(1-(benzyloxycarbonyl)piperidin-3-yl)-8-chloroimidazo[1,5-a]pyrazine-5-carboxylate

There total 3 articles about (R)-ethyl 3-(1-(benzyloxycarbonyl)piperidin-3-yl)-8-chloroimidazo[1,5-a]pyrazine-5-carboxylate 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: 27.0%

: 1419221-78-5
benzyl (3R)-3-(8-chloroimidazo[1,5-a]pyrazin-3-yl)piperidine-1-carboxylate

: 541-41-3
chloroformic acid ethyl ester

: 1419223-12-3
(R)-ethyl 3-(1-(benzyloxycarbonyl)piperidin-3-yl)-8-chloroimidazo[1,5-a]pyrazine-5-carboxylate

Guidance literature:: benzyl (3R)-3-(8-chloroimidazo[1,5-a]pyrazin-3-yl)piperidine-1-carboxylate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

chloroformic acid ethyl ester; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2.5h;

Reference yield:

: 1419221-77-4
benzyl (3R)-3-([(3-chloropyrazin-2-yl)methyl]carbamoyl)piperidine-1-carboxylate

: 1419223-12-3
(R)-ethyl 3-(1-(benzyloxycarbonyl)piperidin-3-yl)-8-chloroimidazo[1,5-a]pyrazine-5-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: trichlorophosphate / 5 h / 80 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

2.2: 2.5 h / -78 - 20 °C

With n-butyllithium; trichlorophosphate; In tetrahydrofuran; hexane;

Reference yield:

: 55557-52-3
2-chloro-3-cyanopyrazine

: 1419223-12-3
(R)-ethyl 3-(1-(benzyloxycarbonyl)piperidin-3-yl)-8-chloroimidazo[1,5-a]pyrazine-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid; hydrogen / water; acetonitrile / 4 h / 20 °C

1.2: 20 °C / Cooling with ice

2.1: triethylamine; HATU / dichloromethane / 0 - 20 °C

3.1: trichlorophosphate / 5 h / 80 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

4.2: 2.5 h / -78 - 20 °C

With n-butyllithium; hydrogen; acetic acid; triethylamine; HATU; trichlorophosphate; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile;