5-bromo-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide

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Chemical Name:5-bromo-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide
CAS No.:1262855-57-1
Molecular Formula:C₁₇H₁₆BrFN₄O₂
Molecular Weight:407.242
Hs Code.:

Synonyms:5-bromo-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide

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Chemical Property of 5-bromo-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide

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Technology Process of 5-bromo-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide

There total 13 articles about 5-bromo-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide 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:

: 1262858-85-4
((R)-5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

: 1262855-57-1
5-bromo-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 45 ℃;

Reference yield:

: 1262858-77-4
N-[1-(3-bromo-phenyl)-2-hydroxy-1-hydroxymethyl-ethyl]-2-chloro-acetamide

: 1262855-57-1
5-bromo-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide

Guidance literature:: Multi-step reaction with 10 steps

1: potassium tert-butylate / tert-butyl alcohol / 1 h / Reflux

2: diethylamino-sulfur trifluoride / dichloromethane / 0 °C

3: Lawessons reagent / tetrahydrofuran / 1 h / 50 °C

4: tert.-butylhydroperoxide; ammonium hydroxide; ammonia / methanol; water / 2 h

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h

6: sodium azide; sodium L-ascorbate / copper(l) iodide; cis-N,N'-dimethyl-1,2-diaminocyclohexane / ethanol; water / 1 h / 90 °C / Inert atmosphere

7: hydrogen / Lindlar catalyst / ethyl acetate / 3 h

8: chiralpak AD-H / ethanol; n-heptane / Resolution of racemate

9: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 18 h / 0 °C

10: hydrogenchloride / 1,4-dioxane / 45 °C

With Lawessons reagent; hydrogenchloride; tert.-butylhydroperoxide; ammonium hydroxide; sodium azide; 1-hydroxy-7-aza-benzotriazole; diethylamino-sulfur trifluoride; potassium tert-butylate; ammonia; hydrogen; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; copper(l) iodide; cis-N,N'-dimethyl-1,2-diaminocyclohexane; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; n-heptane; dichloromethane; water; ethyl acetate; tert-butyl alcohol;

Reference yield:

: 1262858-76-3
2-amino-2-(3-bromo-phenyl)-propane-1,3-diol

: 1262855-57-1
5-bromo-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-phenyl]-amide

Guidance literature:: Multi-step reaction with 11 steps

1: sodium carbonate / tetrahydrofuran; water / 1.17 h / 0 °C

2: potassium tert-butylate / tert-butyl alcohol / 1 h / Reflux

3: diethylamino-sulfur trifluoride / dichloromethane / 0 °C

4: Lawessons reagent / tetrahydrofuran / 1 h / 50 °C

5: tert.-butylhydroperoxide; ammonium hydroxide; ammonia / methanol; water / 2 h

6: N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h

7: sodium azide; sodium L-ascorbate / copper(l) iodide; cis-N,N'-dimethyl-1,2-diaminocyclohexane / ethanol; water / 1 h / 90 °C / Inert atmosphere

8: hydrogen / Lindlar catalyst / ethyl acetate / 3 h

9: chiralpak AD-H / ethanol; n-heptane / Resolution of racemate

10: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 18 h / 0 °C

11: hydrogenchloride / 1,4-dioxane / 45 °C

With Lawessons reagent; hydrogenchloride; tert.-butylhydroperoxide; ammonium hydroxide; sodium azide; 1-hydroxy-7-aza-benzotriazole; diethylamino-sulfur trifluoride; potassium tert-butylate; ammonia; hydrogen; sodium carbonate; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; copper(l) iodide; cis-N,N'-dimethyl-1,2-diaminocyclohexane; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; n-heptane; dichloromethane; water; ethyl acetate; tert-butyl alcohol;