8-methyl-6-(3-(trifluoromethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

Base Information

• Chemical Name: 8-methyl-6-(3-(trifluoromethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine
• CAS No.: 1303587-95-2
• Molecular Formula: C₁₅H₁₃F₃N₂O
• Molecular Weight: 294.276
• Mol file: 1303587-95-2.mol

Synonyms:8-methyl-6-(3-(trifluoromethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

Chemical Property of 8-methyl-6-(3-(trifluoromethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-methyl-6-(3-(trifluoromethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

There total 8 articles about 8-methyl-6-(3-(trifluoromethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine 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: 85.0%

6-bromo-8-methyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine (1303587-94-1) + (meta-(trifluoromethyl)phenyl)boronic acid (1423-26-3) → 8-methyl-6-(3-(trifluoromethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine (1303587-95-2)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 120 ℃; for 12h; Inert atmosphere; sealed tube;

Reference yield:

4-methylpyridine-1-oxide (1003-67-4) → 8-methyl-6-(3-(trifluoromethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine (1303587-95-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 2 h / Reflux

2.1: potassium hydroxide / methanol / 20 °C

2.2: pH 7

3.1: nitric acid; sulfuric acid / 2 h / 10 - 20 °C

3.2: pH 2

4.1: sodium methylate / methanol / 0.25 h / 20 °C

4.2: 2 h / 0 °C

5.1: potassium carbonate / dimethyl sulfoxide / 24 h / 30 °C

6.1: calcium chloride; iron / ethanol; water / 8 h / Reflux

7.1: dimethylsulfide borane complex / tetrahydrofuran / Reflux

7.2: Reflux

8.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 12 h / 120 °C / Inert atmosphere; sealed tube

With dimethylsulfide borane complex; sulfuric acid; nitric acid; sodium methylate; iron; sodium carbonate; potassium carbonate; calcium chloride; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; dimethyl sulfoxide;

Reference yield:

2-nitro-3-hydroxy-4-methylpyridine (15128-89-9) → 8-methyl-6-(3-(trifluoromethyl)phenyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine (1303587-95-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium methylate / methanol / 0.25 h / 20 °C

1.2: 2 h / 0 °C

2.1: potassium carbonate / dimethyl sulfoxide / 24 h / 30 °C

3.1: calcium chloride; iron / ethanol; water / 8 h / Reflux

4.1: dimethylsulfide borane complex / tetrahydrofuran / Reflux

4.2: Reflux

5.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 12 h / 120 °C / Inert atmosphere; sealed tube

With dimethylsulfide borane complex; sodium methylate; iron; sodium carbonate; potassium carbonate; calcium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; dimethyl sulfoxide;

upstream raw materials:

4-methylpyridine-1-oxide

6-bromo-8-methyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

(meta-(trifluoromethyl)phenyl)boronic acid

2-nitro-3-hydroxy-4-methylpyridine

Downstream raw materials:

8-methyl-N-(4-methylthiazol-2-yl)-6-(3-(trifluoromethyl)phenyl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide

Refernces