4-(4-ethoxycarbonylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-(4-ethoxycarbonylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
• CAS No.: 1240969-31-6
• Molecular Formula: C₁₉H₂₅NO₄
• Molecular Weight: 331.412
• Mol file: 1240969-31-6.mol

Synonyms:4-(4-ethoxycarbonylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-(4-ethoxycarbonylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 4-(4-ethoxycarbonylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

There total 5 articles about 4-(4-ethoxycarbonylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 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: 80.0%

4-iodobenzoic acid ethyl ester (51934-41-9) + tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate (375853-82-0,286961-14-6) → 4-(4-ethoxycarbonylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (1240969-31-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 16h;

Reference yield: 71.2%

tert-butyl 4-bromo-5,6-dihydropyridine-1(2H)-carboxylate (159503-91-0) + p-ethoxycarbonylphenylboronic acid (4334-88-7) → 4-(4-ethoxycarbonylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (1240969-31-6)

Guidance literature:

With potassium phosphate; XPhos; In tetrahydrofuran; at 60 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.6b00360

Reference yield: 69.0%

Ethyl 4-bromobenzoate (5798-75-4) + tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate (375853-82-0,286961-14-6) → 4-(4-ethoxycarbonylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (1240969-31-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; at 100 ℃; Inert atmosphere; Sealed tube;

upstream raw materials:

p-ethoxycarbonylphenylboronic acid

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Ethyl 4-bromobenzoate

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate

Downstream raw materials:

tert-butyl 4-[4-(ethoxycarbonyl)phenyl]piperidine-1-carboxylate

ethyl 4-(piperidin-4-yl)benzoate