4-(4-bromo-2-(4-(trifluoromethyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloropyrimidine

Base Information

• Chemical Name: 4-(4-bromo-2-(4-(trifluoromethyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloropyrimidine
• CAS No.: 1188301-68-9
• Molecular Formula: C₂₀H₂₁BrClF₃N₄OSi
• Molecular Weight: 533.851
• Mol file: 1188301-68-9.mol

Synonyms:4-(4-bromo-2-(4-(trifluoromethyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloropyrimidine

Chemical Property of 4-(4-bromo-2-(4-(trifluoromethyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloropyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-bromo-2-(4-(trifluoromethyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloropyrimidine

There total 4 articles about 4-(4-bromo-2-(4-(trifluoromethyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloropyrimidine 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: 98.0%

6-(4-bromo-2-(4-(trifluoromethyl)phenyl)-(1-((2-trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloro-1,6-dihydropyrimidine (1188301-69-0) → 4-(4-bromo-2-(4-(trifluoromethyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloropyrimidine (1188301-68-9)

Guidance literature:

With manganese(IV) oxide; In ethyl acetate; for 18h; Reflux;

Reference yield:

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 4-(4-bromo-2-(4-(trifluoromethyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloropyrimidine (1188301-68-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C

1.2: 1.5 h / 0 - 20 °C

2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 30 h / 95 °C / Inert atmosphere

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 - -70 °C / Inert atmosphere

3.2: 0.75 h / -78 - -40 °C / Inert atmosphere

4.1: manganese(IV) oxide / ethyl acetate / 18 h / Reflux

With manganese(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium hydride; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; ethyl acetate; N,N-dimethyl-formamide; mineral oil; 2.1: |Suzuki Coupling;

Reference yield:

2,4,5-tribromo-1-<<2-(trimethylsilyl)ethoxy>methyl>-1H-imidazole (159590-01-9) → 4-(4-bromo-2-(4-(trifluoromethyl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloropyrimidine (1188301-68-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 30 h / 95 °C / Inert atmosphere

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 - -70 °C / Inert atmosphere

2.2: 0.75 h / -78 - -40 °C / Inert atmosphere

3.1: manganese(IV) oxide / ethyl acetate / 18 h / Reflux

With manganese(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; ethyl acetate; 1.1: |Suzuki Coupling;

upstream raw materials:

6-(4-bromo-2-(4-(trifluoromethyl)phenyl)-(1-((2-trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloro-1,6-dihydropyrimidine

(2-trimethylethylsilylethoxy)methyl chloride

2,4,5-tribromo-1-<<2-(trimethylsilyl)ethoxy>methyl>-1H-imidazole

4,5-dibromo-2-(4-(trifluoromethyl)phenyl)-1-((2-trimethylsilyl)ethoxy)methyl-1H-imidazole

Downstream raw materials:

(S)-tert-butyl 1-(4-(4-bromo-2-(4-trifluoromethyl)phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)pyrimidin-2-ylamino)propan-2-ylcarbamate