(+/-)-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-(2-bromopyridin-5-yl)methanol

Base Information

• Chemical Name: (+/-)-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-(2-bromopyridin-5-yl)methanol
• CAS No.: 290307-27-6
• Molecular Formula: C₁₇H₁₆BrF₂NO₃
• Molecular Weight: 400.22
• Mol file: 290307-27-6.mol

Synonyms:(+/-)-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-(2-bromopyridin-5-yl)methanol

Chemical Property of (+/-)-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-(2-bromopyridin-5-yl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-(2-bromopyridin-5-yl)methanol

There total 1 articles about (+/-)-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-(2-bromopyridin-5-yl)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: 90.0%

2,5-dibromopyridine (624-28-2) + 3-cyclobutoxy-4-difluoromethoxy-benzaldehyde (290307-39-0) → (+/-)-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-(2-bromopyridin-5-yl)methanol (290307-27-6)

Guidance literature:

2,5-dibromopyridine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.75h;

3-cyclobutoxy-4-difluoromethoxy-benzaldehyde; In diethyl ether; hexane; for 2h;

DOI:10.1021/jm0204542

Reference yield:

(+/-)-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-(2-bromopyridin-5-yl)methanol (290307-27-6) → 2-bromo-5-[chloro-(3-cyclobutoxy-4-difluoromethoxy-phenyl)-methyl]-pyridine (290307-29-8)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 0.75h;

DOI:10.1021/jm0204542

Reference yield:

(+/-)-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-(2-bromopyridin-5-yl)methanol (290307-27-6) → (+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-bromo)pyridyl]ethyl}pyridine (290307-28-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: SOCl₂ / CH₂Cl₂ / 0.75 h / 20 °C

2.1: KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.33 h

2.2: tetrahydrofuran / 15 h / 20 °C

3.1: aq. LiOH / tetrahydrofuran; methanol / 2 h / 70 °C

3.2: 57.9 g / aq. HCl / tetrahydrofuran; methanol / 1 h / 20 °C

With lithium hydroxide; thionyl chloride; potassium hexamethylsilazane; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;

DOI:10.1021/jm0204542

upstream raw materials:

2,5-dibromopyridine

3-cyclobutoxy-4-difluoromethoxy-benzaldehyde

Downstream raw materials:

2-bromo-5-[chloro-(3-cyclobutoxy-4-difluoromethoxy-phenyl)-methyl]-pyridine

(+/-)-4-{2-[(3-cyclobutyloxy-4-difluoromethoxy)phenyl]-2-[5-(2-bromo)pyridyl]ethyl}pyridine

3-(6-bromo-pyridin-3-yl)-3-(3-cyclobutoxy-4-difluoromethoxy-phenyl)-2-pyridin-4-yl-propionic acid ethyl ester