4-{8-amino-3-[(6R,8aS)-1,1-dimethyl-3-oxohexahydro[1,3]oxazolo[3,4-a]pyridin-6-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-[(6R,8aS)-1,1-dimethyl-3-oxohexahydro[1,3]oxazolo[3,4-a]pyridin-6-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide
CAS No.:1620675-47-9
Molecular Formula:C₂₉H₂₈F₃N₇O₄
Molecular Weight:595.581
Hs Code.:

4-{8-amino-3-[(6R,8aS)-1,1-dimethyl-3-oxohexahydro[1,3]oxazolo[3,4-a]pyridin-6-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide

Synonyms:4-{8-amino-3-[(6R,8aS)-1,1-dimethyl-3-oxohexahydro[1,3]oxazolo[3,4-a]pyridin-6-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-[(6R,8aS)-1,1-dimethyl-3-oxohexahydro[1,3]oxazolo[3,4-a]pyridin-6-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-[(6R,8aS)-1,1-dimethyl-3-oxohexahydro[1,3]oxazolo[3,4-a]pyridin-6-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-[(6R,8aS)-1,1-dimethyl-3-oxohexahydro[1,3]oxazolo[3,4-a]pyridin-6-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: 72.0%

: 1620676-99-4
(6R,8aS)-6-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1,1-dimethyltetrahydro-1H-oxazolo[3,4-a]pyridin-3(5H)-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

: 1620675-47-9
4-{8-amino-3-[(6R,8aS)-1,1-dimethyl-3-oxohexahydro[1,3]oxazolo[3,4-a]pyridin-6-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:

: 1620675-80-0
(3R,6S)-1-benzyl 3-methyl 6-(1-hydroxyethyl)piperidine-1,3-dicarboxylate

: 1620675-47-9
4-{8-amino-3-[(6R,8aS)-1,1-dimethyl-3-oxohexahydro[1,3]oxazolo[3,4-a]pyridin-6-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

1.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 25 °C

2.1: tetrahydrofuran; diethyl ether / 4 h / -78 - 0.25 °C

3.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 25 °C

3.2: pH 1

4.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.5 h / 0 - 25 °C

4.2: 3 h / 25 °C

5.1: trichlorophosphate / acetonitrile / 15 h / 0 - 25 °C

6.1: N-Bromosuccinimide / acetonitrile / 2 h / 25 °C

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

8.1: 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; oxalyl dichloride; water; potassium carbonate; Dess-Martin periodane; N,N-dimethyl-formamide; lithium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; isopropyl alcohol; acetonitrile;

Reference yield:

: 1620677-01-1
(3R,6S)-1-benzyl 3-methyl 6-(2-hydroxypropan-2-yl)piperidine-1,3-dicarboxylate

: 1620675-47-9
4-{8-amino-3-[(6R,8aS)-1,1-dimethyl-3-oxohexahydro[1,3]oxazolo[3,4-a]pyridin-6-yl]imidazo[1,5-a]pyrazin-1-yl}-3-methoxy-N-[4-(trifluoromethyl)pyridin-2-yl]benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 25 °C

1.2: pH 1

2.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.5 h / 0 - 25 °C

2.2: 3 h / 25 °C

3.1: trichlorophosphate / acetonitrile / 15 h / 0 - 25 °C

4.1: N-Bromosuccinimide / acetonitrile / 2 h / 25 °C

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

6.1: 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; oxalyl dichloride; water; potassium carbonate; N,N-dimethyl-formamide; lithium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; isopropyl alcohol; acetonitrile;