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

Base Information

Chemical Name:(5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester
CAS No.:1262858-74-1
Molecular Formula:C₂₂H₂₅BrN₄O₄
Molecular Weight:489.369
Hs Code.:

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

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Chemical Property of (5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

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Technology Process of (5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

There total 10 articles about (5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester 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:

: 30766-11-1
5-bromoisonicotinic acid

: 1262858-72-9
[5-(3-amino-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester

: 1262858-74-1
(5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

: 1262858-70-7
[5-(3-bromo-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester

: 1262858-74-1
(5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: sodium azide / ethanol; water

2: ethyl acetate

3: benzotriazol-1-ol; 1,2-dichloro-ethane; DIPEA / dichloromethane

With sodium azide; DIPEA; benzotriazol-1-ol; 1,2-dichloro-ethane; In ethanol; dichloromethane; water; ethyl acetate;

Reference yield:

: 1183013-69-5
(RS)-2-amino-2-(3-bromo-phenyl)-propan-1-ol

: 1262858-74-1
(5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: potassium carbonate / dichloromethane / 3 h / 0 - 20 °C

2: potassium tert-butylate / tert-butyl alcohol / 0.5 h / Reflux

3: Lawessons reagent / tetrahydrofuran / 2 h / 20 °C / Reflux

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

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 17 h / 0 - 20 °C

6: sodium azide; sodium L-ascorbate / copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane / ethanol; water / 4 h / 90 °C / Inert atmosphere

7: hydrogen / ethyl acetate / 10 h / 20 °C

8: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 17 h / 0 - 20 °C / Inert atmosphere

With Lawessons reagent; tert.-butylhydroperoxide; ammonium hydroxide; sodium azide; potassium tert-butylate; ammonia; hydrogen; potassium carbonate; benzotriazol-1-ol; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; tert-butyl alcohol;