4-{8-amino-3-[(3R,8aR)-6-oxohexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide

Base Information

Chemical Name:4-{8-amino-3-[(3R,8aR)-6-oxohexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide
CAS No.:1620674-10-3
Molecular Formula:C₂₇H₂₄F₃N₇O₄
Molecular Weight:567.527
Hs Code.:

4-{8-amino-3-[(3R,8aR)-6-oxohexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide

Synonyms:4-{8-amino-3-[(3R,8aR)-6-oxohexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide

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Chemical Property of 4-{8-amino-3-[(3R,8aR)-6-oxohexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide

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Technology Process of 4-{8-amino-3-[(3R,8aR)-6-oxohexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide

There total 12 articles about 4-{8-amino-3-[(3R,8aR)-6-oxohexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide 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: 20.8%

: 1620676-53-0
(3R,8aR)-3-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)tetrahydro-1H-pyrrolo[2,1-c][1,4]oxazin-6(7H)-one

: 1419221-70-7
3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide

: 1620674-10-3
4-{8-amino-3-[(3R,8aR)-6-oxohexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 80 ℃; for 1h; Inert atmosphere;

Reference yield:

: 128899-30-9,100548-49-0,106191-02-0
(R)-5-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one

: 1620674-10-3
4-{8-amino-3-[(3R,8aR)-6-oxohexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 25 °C

1.2: 10 h / 80 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 25 °C

3.1: sodium / ethanol / 16 h / 0 - 25 °C

4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium bromide; trichloroisocyanuric acid; sodium hydrogencarbonate / acetone / 12 h / 0 - 25 °C

5.1: isobutyl chloroformate; triethylamine / dichloromethane / 4 h / 0 - 25 °C

6.1: phosphorus pentachloride / acetonitrile / 15 h / 0 - 15 °C

7.1: N-Bromosuccinimide / acetonitrile / 1 h / 25 °C

8.1: ammonium hydroxide / isopropyl alcohol / 12 h / 100 °C / Sealed tube

9.1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 1 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; ammonium hydroxide; N-Bromosuccinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; phosphorus pentachloride; tetrabutyl ammonium fluoride; sodium; sodium hydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; sodium bromide; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; isopropyl alcohol; acetone; acetonitrile;

Reference yield:

: 1620676-54-1
(R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-((R)-oxiran-2-ylmethyl)pyrrolidin-2-one

: 1620674-10-3
4-{8-amino-3-[(3R,8aR)-6-oxohexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide

Guidance literature:: Multi-step reaction with 8 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 25 °C

2: sodium / ethanol / 16 h / 0 - 25 °C

3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium bromide; trichloroisocyanuric acid; sodium hydrogencarbonate / acetone / 12 h / 0 - 25 °C

4: isobutyl chloroformate; triethylamine / dichloromethane / 4 h / 0 - 25 °C

5: phosphorus pentachloride / acetonitrile / 15 h / 0 - 15 °C

6: N-Bromosuccinimide / acetonitrile / 1 h / 25 °C

7: ammonium hydroxide / isopropyl alcohol / 12 h / 100 °C / Sealed tube

8: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 1 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; ammonium hydroxide; N-Bromosuccinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; phosphorus pentachloride; tetrabutyl ammonium fluoride; sodium; sodium hydrogencarbonate; potassium carbonate; triethylamine; sodium bromide; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; isopropyl alcohol; acetone; acetonitrile;