(R)-N-(1-(4-(6-bromo-8-methoxyquinazolin-2-ylamino)-phenyl)ethyl)acetamide

Base Information

• Chemical Name: (R)-N-(1-(4-(6-bromo-8-methoxyquinazolin-2-ylamino)-phenyl)ethyl)acetamide
• CAS No.: 1425504-13-7
• Molecular Formula: C₁₉H₁₉BrN₄O₂
• Molecular Weight: 415.289
• Mol file: 1425504-13-7.mol

Synonyms:(R)-N-(1-(4-(6-bromo-8-methoxyquinazolin-2-ylamino)-phenyl)ethyl)acetamide

Chemical Property of (R)-N-(1-(4-(6-bromo-8-methoxyquinazolin-2-ylamino)-phenyl)ethyl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-(1-(4-(6-bromo-8-methoxyquinazolin-2-ylamino)-phenyl)ethyl)acetamide

There total 4 articles about (R)-N-(1-(4-(6-bromo-8-methoxyquinazolin-2-ylamino)-phenyl)ethyl)acetamide 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: 73.0%

6-bromo-2-chloro-8-methoxyquinazoline (953039-14-0) + (R)-N-(1-(4-aminophenyl)ethyl)acetamide (92779-77-6) → (R)-N-(1-(4-(6-bromo-8-methoxyquinazolin-2-ylamino)-phenyl)ethyl)acetamide (1425504-13-7)

Guidance literature:

6-bromo-2-chloro-8-methoxyquinazoline; (R)-N-(1-(4-aminophenyl)ethyl)acetamide; In isopropyl alcohol; for 3h; Reflux;

With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; for 12h; Reflux;

DOI:10.1021/jm301658d

Reference yield:

(R)-1-(4-bromophenyl)ethylamine (24358-62-1,27298-97-1,45791-36-4,64313-06-0) → (R)-N-(1-(4-(6-bromo-8-methoxyquinazolin-2-ylamino)-phenyl)ethyl)acetamide (1425504-13-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: water / 0.25 h / 0 °C

2.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 1,4-dioxane / 12 h / 25 - 100 °C

3.1: hydrogenchloride / water / 12 h / 25 °C

4.1: isopropyl alcohol / 3 h / Reflux

4.2: 12 h / Reflux

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos; In 1,4-dioxane; water; isopropyl alcohol;

DOI:10.1021/jm301658d

Reference yield:

N-[(1R)-1-(4-bromophenyl)ethyl]acetamide (177750-53-7) → (R)-N-(1-(4-(6-bromo-8-methoxyquinazolin-2-ylamino)-phenyl)ethyl)acetamide (1425504-13-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 1,4-dioxane / 12 h / 25 - 100 °C

2.1: hydrogenchloride / water / 12 h / 25 °C

3.1: isopropyl alcohol / 3 h / Reflux

3.2: 12 h / Reflux

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos; In 1,4-dioxane; water; isopropyl alcohol;

DOI:10.1021/jm301658d

upstream raw materials:

(R)-1-(4-bromophenyl)ethylamine

(R)-N-(1-(4-(diphenylmethyleneamino)phenyl)ethyl)acetamide

6-bromo-2-chloro-8-methoxyquinazoline

(R)-N-(1-(4-aminophenyl)ethyl)acetamide

Downstream raw materials:

C₂₄H₂₃N₅O₂