methyl 4-(8-amino-3-((6R,8aS)-3-oxooctahydroindolizin-6-yl)imidazo[1,5-a]pyrazin-1-yl)benzoate

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Chemical Name:methyl 4-(8-amino-3-((6R,8aS)-3-oxooctahydroindolizin-6-yl)imidazo[1,5-a]pyrazin-1-yl)benzoate
CAS No.:1620678-54-7
Molecular Formula:C₂₂H₂₃N₅O₃
Molecular Weight:405.456
Hs Code.:

Synonyms:methyl 4-(8-amino-3-((6R,8aS)-3-oxooctahydroindolizin-6-yl)imidazo[1,5-a]pyrazin-1-yl)benzoate

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Chemical Property of methyl 4-(8-amino-3-((6R,8aS)-3-oxooctahydroindolizin-6-yl)imidazo[1,5-a]pyrazin-1-yl)benzoate

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Technology Process of methyl 4-(8-amino-3-((6R,8aS)-3-oxooctahydroindolizin-6-yl)imidazo[1,5-a]pyrazin-1-yl)benzoate

There total 10 articles about methyl 4-(8-amino-3-((6R,8aS)-3-oxooctahydroindolizin-6-yl)imidazo[1,5-a]pyrazin-1-yl)benzoate 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:

: 1620675-62-8
(6R,8aS)-6-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)hexahydroindolizin-3(2H)-one

: 171364-80-0
methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

: 1620678-54-7
methyl 4-(8-amino-3-((6R,8aS)-3-oxooctahydroindolizin-6-yl)imidazo[1,5-a]pyrazin-1-yl)benzoate

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; water; at 90 ℃; for 2h;

Reference yield:

: 5470-70-2
Methyl 6-methylnicotinate

: 1620678-54-7
methyl 4-(8-amino-3-((6R,8aS)-3-oxooctahydroindolizin-6-yl)imidazo[1,5-a]pyrazin-1-yl)benzoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: acetic anhydride / 48 h / 130 °C

2.1: acetic acid; 10 wt% Pd(OH)2 on carbon; hydrogen / 18 h / 2068.65 Torr

3.1: triethylamine / methanol

4.1: sodium methylate / methanol / 4.5 h / 50 °C

4.2: 0.01 h / 23 °C

5.1: IC column / carbon dioxide; isopropyl alcohol / 35 °C / 75007.5 Torr / Resolution of racemate; liquid CO₂

6.1: HATU; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C

7.1: trichlorophosphate; N,N-dimethyl-formamide / acetonitrile / 0 - 20 °C

8.1: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C

9.1: ammonium hydroxide / methanol / 24 h / 120 °C / Sealed tube

10.1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; 1,4-dioxane / 2 h / 90 °C

With ammonium hydroxide; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium methylate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trichlorophosphate; In 1,4-dioxane; methanol; dichloromethane; carbon dioxide; water; acetic anhydride; isopropyl alcohol; acetonitrile;

Reference yield:

: 1620675-63-9
(E)-methyl 6-(3-ethoxy-3-oxoprop-1-en-1-yl)nicotinate

: 1620678-54-7
methyl 4-(8-amino-3-((6R,8aS)-3-oxooctahydroindolizin-6-yl)imidazo[1,5-a]pyrazin-1-yl)benzoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: acetic acid; 10 wt% Pd(OH)2 on carbon; hydrogen / 18 h / 2068.65 Torr

2.1: triethylamine / methanol

3.1: sodium methylate / methanol / 4.5 h / 50 °C

3.2: 0.01 h / 23 °C

4.1: IC column / carbon dioxide; isopropyl alcohol / 35 °C / 75007.5 Torr / Resolution of racemate; liquid CO₂

5.1: HATU; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C

6.1: trichlorophosphate; N,N-dimethyl-formamide / acetonitrile / 0 - 20 °C

7.1: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C

8.1: ammonium hydroxide / methanol / 24 h / 120 °C / Sealed tube

9.1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; 1,4-dioxane / 2 h / 90 °C

With ammonium hydroxide; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium methylate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trichlorophosphate; In 1,4-dioxane; methanol; dichloromethane; carbon dioxide; water; isopropyl alcohol; acetonitrile;