ethyl trans-4-[(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate

Base Information

• Chemical Name: ethyl trans-4-[(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate
• CAS No.: 1438249-47-8
• Molecular Formula: C₁₄H₁₈BrNO₃
• Molecular Weight: 328.206
• Mol file: 1438249-47-8.mol

Synonyms:ethyl trans-4-[(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate

Chemical Property of ethyl trans-4-[(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate

Chemical Property:

Purity/Quality:

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Technology Process of ethyl trans-4-[(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate

There total 2 articles about ethyl trans-4-[(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate 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: 10.0%

5-bromopyridin-2-ol (13466-38-1) + 4-hydroxycyclohexyl carboxylic acid ethyl ester (3618-04-0,75877-66-6,17159-80-7) → ethyl trans-4-[(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate (1438249-47-8) + ethyl cis-4-[(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate (1438249-48-9)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 - 55 ℃; for 40h; Inert atmosphere;

DOI:10.1021/ml400168h

Reference yield:

5-bromo-2-fluoropyridine (766-11-0) + 4-hydroxycyclohexyl carboxylic acid ethyl ester (3618-04-0,75877-66-6,17159-80-7) → ethyl trans-4-[(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate (1438249-47-8)

Guidance literature:

4-hydroxycyclohexyl carboxylic acid ethyl ester; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

5-bromo-2-fluoropyridine; In N,N-dimethyl-formamide; mineral oil; at 100 ℃;

DOI:10.1039/c2md20187a

Reference yield: 87.0%

ethyl trans-4-[(5-bromopyridin-2-yl)oxy]cyclohexanecarboxylate (1438249-47-8) + bis(pinacol)diborane (73183-34-3) → ethyl trans-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}cyclohexanecarboxylate (1438249-49-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; Inert atmosphere;

DOI:10.1021/ml400168h

upstream raw materials:

5-bromo-2-fluoropyridine

4-hydroxycyclohexyl carboxylic acid ethyl ester

5-bromopyridin-2-ol

Downstream raw materials:

C₂₁H₁₉F₂N₅O₅

ethyl trans-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}cyclohexanecarboxylate

C₂₄H₂₃N₅O₃

C₂₄H₂₃N₅O₄