1-(5-tert-butylisoxazol-3-yl)-3-(4-(3-(2-hydroxyethyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)phenyl)urea

Base Information

• Chemical Name: 1-(5-tert-butylisoxazol-3-yl)-3-(4-(3-(2-hydroxyethyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)phenyl)urea
• CAS No.: 1267849-56-8
• Molecular Formula: C₂₃H₂₇N₅O₄
• Molecular Weight: 437.498
• Mol file: 1267849-56-8.mol

Synonyms:1-(5-tert-butylisoxazol-3-yl)-3-(4-(3-(2-hydroxyethyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)phenyl)urea

Chemical Property of 1-(5-tert-butylisoxazol-3-yl)-3-(4-(3-(2-hydroxyethyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)phenyl)urea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(5-tert-butylisoxazol-3-yl)-3-(4-(3-(2-hydroxyethyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)phenyl)urea

There total 4 articles about 1-(5-tert-butylisoxazol-3-yl)-3-(4-(3-(2-hydroxyethyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)phenyl)urea 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: 23.0%

2-(7-bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-3-yl)ethanol (1267854-04-5) + 1-(5-tert-butylisoxazol-3-yl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea (1267854-07-8) → 1-(5-tert-butylisoxazol-3-yl)-3-(4-(3-(2-hydroxyethyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)phenyl)urea (1267849-56-8)

Guidance literature:

With caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; N,N-dimethyl-formamide; at 140 ℃; for 0.166667h; Inert atmosphere;

Reference yield:

3-Oxo-3,4-dihydro-2H-1-oxa-4,5-diaza-7-bromo-naphthalene (122450-96-8) → 1-(5-tert-butylisoxazol-3-yl)-3-(4-(3-(2-hydroxyethyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)phenyl)urea (1267849-56-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dmap / tetrahydrofuran / 20 °C

2.1: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C

2.2: 1 h / 20 °C

2.3: 3.5 h / 20 - 60 °C

3.1: sodium hydroxide; water / methanol / 60 h / 20 °C

4.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; 1,4-dioxane; water / 0.17 h / 140 °C / Inert atmosphere

With dmap; water; lithium triethylborohydride; caesium carbonate; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

Reference yield:

tert-butyl 7-bromo-3-oxo-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxylate (1267854-02-3) → 1-(5-tert-butylisoxazol-3-yl)-3-(4-(3-(2-hydroxyethyl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)phenyl)urea (1267849-56-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C

1.2: 1 h / 20 °C

1.3: 3.5 h / 20 - 60 °C

2.1: sodium hydroxide; water / methanol / 60 h / 20 °C

3.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; 1,4-dioxane; water / 0.17 h / 140 °C / Inert atmosphere

With water; lithium triethylborohydride; caesium carbonate; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

upstream raw materials:

3-Oxo-3,4-dihydro-2H-1-oxa-4,5-diaza-7-bromo-naphthalene

tert-butyl 7-bromo-3-oxo-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxylate

2-(7-bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-3-yl)ethyl tert-butyl carbonate

2-(7-bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-3-yl)ethanol