(R)-(3-(5-(1-(quinuclidin-3-yl)-1H-1,2,3-triazol-4-yl)thiophen-2-yl)phenyl)methanol

Base Information

• Chemical Name: (R)-(3-(5-(1-(quinuclidin-3-yl)-1H-1,2,3-triazol-4-yl)thiophen-2-yl)phenyl)methanol
• CAS No.: 1404051-40-6
• Molecular Formula: C₂₀H₂₂N₄OS
• Molecular Weight: 366.487
• Mol file: 1404051-40-6.mol

Synonyms:(R)-(3-(5-(1-(quinuclidin-3-yl)-1H-1,2,3-triazol-4-yl)thiophen-2-yl)phenyl)methanol

Chemical Property of (R)-(3-(5-(1-(quinuclidin-3-yl)-1H-1,2,3-triazol-4-yl)thiophen-2-yl)phenyl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(3-(5-(1-(quinuclidin-3-yl)-1H-1,2,3-triazol-4-yl)thiophen-2-yl)phenyl)methanol

There total 4 articles about (R)-(3-(5-(1-(quinuclidin-3-yl)-1H-1,2,3-triazol-4-yl)thiophen-2-yl)phenyl)methanol 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: 75.0%

(R)-3-(4-(5-bromothiophen-2-yl)-1H-1,2,3-triazol-1-yl) quinuclidine (1403993-19-0) + [3-(hydroxymethyl)phenyl]boronic acid (87199-15-3) → (R)-(3-(5-(1-(quinuclidin-3-yl)-1H-1,2,3-triazol-4-yl)thiophen-2-yl)phenyl)methanol (1404051-40-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; at 150 ℃; for 0.333333h; Inert atmosphere; Microwave irradiation; Sealed tube;

DOI:10.1016/j.ejmech.2019.06.049

Reference yield: 75.0%

→ (R)-(3-(5-(1-(quinuclidin-3-yl)-1H-1,2,3-triazol-4-yl)thiophen-2-yl)phenyl)methanol (1404051-40-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; at 150 ℃; for 0.166667h; Microwave irradiation;

Reference yield:

2-bromo-5-ethynyl thiophene (105995-73-1) → (R)-(3-(5-(1-(quinuclidin-3-yl)-1H-1,2,3-triazol-4-yl)thiophen-2-yl)phenyl)methanol (1404051-40-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate; imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate / methanol / 6 h / 20 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol / 0.33 h / 150 °C / Inert atmosphere; Microwave irradiation; Sealed tube

With imidazole-1-sulfonyl azide hydrochloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(ll) sulfate pentahydrate; potassium carbonate; In methanol; ethanol; toluene; 1.1: |Huisgen Cycloaddition / 1.2: |Huisgen Cycloaddition / 2.1: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.ejmech.2019.06.049

upstream raw materials:

(R)-3-(4-(5-bromothiophen-2-yl)-1H-1,2,3-triazol-1-yl) quinuclidine

[3-(hydroxymethyl)phenyl]boronic acid

2-bromo-5-ethynyl thiophene

(3R)-quinuclidin-3-amine dihydrochloride

Downstream raw materials:

(R)-3-(4-(5-(3-(fluoromethyl)phenyl)thiophen-2-yl)-1H-1,2,3-triazol-1-yl)quinuclidine