methyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-3-carboxylate

Base Information

• Chemical Name: methyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-3-carboxylate
• CAS No.: 955998-65-9
• Molecular Formula: C₁₃H₁₄FNO₂
• Molecular Weight: 235.258
• Mol file: 955998-65-9.mol

Synonyms:methyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-3-carboxylate

Chemical Property of methyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-3-carboxylate

There total 5 articles about methyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-3-carboxylate 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: 45.0%

N-methoxycarbonyl-3-carboxymethyl-1,2,5,6-tetrahydropyridine (76508-76-4) + 1-Bromo-4-fluorobenzene (460-00-4) → methyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-3-carboxylate (955998-65-9)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 120 ℃; for 48h;

DOI:10.1080/00397910701545130

Reference yield:

methyl 1-benzyl-4-hydroxypiperidine-3-carboxylate (955998-64-8) → methyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-3-carboxylate (955998-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; MeSO₂Cl / CH₂Cl₂ / 0 - 20 °C

2: 80 percent / NaHCO₃ / CH₂Cl₂ / 24 h / 20 °C

3: 45 percent / K₂CO₃; Bu₄NBr / Pd(Ph₃P)4 / 48 h / 120 °C

With tetrabutylammomium bromide; sodium hydrogencarbonate; potassium carbonate; methanesulfonyl chloride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; 3: Heck reaction;

DOI:10.1080/00397910701545130

Reference yield:

1-benzyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester (88928-69-2) → methyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-3-carboxylate (955998-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaHCO₃ / CH₂Cl₂ / 24 h / 20 °C

2: 45 percent / K₂CO₃; Bu₄NBr / Pd(Ph₃P)4 / 48 h / 120 °C

With tetrabutylammomium bromide; sodium hydrogencarbonate; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; 2: Heck reaction;

DOI:10.1080/00397910701545130

upstream raw materials:

N-methoxycarbonyl-3-carboxymethyl-1,2,5,6-tetrahydropyridine

1-Bromo-4-fluorobenzene

methyl 1-benzyl-4-hydroxypiperidine-3-carboxylate

1-benzyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester

Downstream raw materials:

dimethyl 4-(4-fluorophenyl)-1,4,5,6-tetrahydropyridine-1,3-dicarboxylate