ethyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-diisopropylnicotinate

Base Information

• Chemical Name: ethyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-diisopropylnicotinate
• CAS No.: 124863-80-5
• Molecular Formula: C₂₁H₂₆FNO₃
• Molecular Weight: 359.441
• Mol file: 124863-80-5.mol

Synonyms:ethyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-diisopropylnicotinate

Chemical Property of ethyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-diisopropylnicotinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-diisopropylnicotinate

There total 7 articles about ethyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-diisopropylnicotinate 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: 78.0%

diethyl 4-(4-fluorophenyl)-2,6-diisopropylpyridine-3,5-dicarboxylate (124863-79-2) → ethyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-diisopropylnicotinate (124863-80-5)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; cooling;

DOI:10.1002/jlcr.1050

Reference yield:

ethyl 4-methyl-3-oxo-pentanoate (7152-15-0) → ethyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-diisopropylnicotinate (124863-80-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / pyperidine; acetic acid / propan-2-ol / 22 h / 20 °C

2: 60.3 percent / ethanol / 16.5 h / Heating

3: 95 percent / DDQ / CH₂Cl₂ / 1 h / 20 °C

4: 78 percent / Red-Al / tetrahydrofuran; toluene / cooling

With piperidine; acetic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol; dichloromethane; isopropyl alcohol; toluene;

DOI:10.1002/jlcr.1050

Reference yield:

ethyl 3-amino-4-methyl-pent-2-enoate (78168-82-8) → ethyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-diisopropylnicotinate (124863-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1.2: DDQ / CH₂Cl₂

2.1: 67 percent / Red-Al / tetrahydrofuran

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran;

DOI:10.1016/S0960-894X(01)00766-1

upstream raw materials:

diethyl 4-(4-fluorophenyl)-2,6-diisopropylpyridine-3,5-dicarboxylate

diethyl 4-(4-fluorophenyl)-2,6-diisopropyl-1,4-dihydropyridine-3,5-dicarboxylate

4-fluorobenzaldehyde

(E)-2-<(4-fluorophenyl)methylene>-4-methyl-3-oxopentanoic acid ethyl ester

Downstream raw materials:

ethyl 4-(4-fluorophenyl)-2,6-diisopropyl-5-[(d3-methoxy)methyl]nicotinate

2,6diisopropyl-3-hydroxymethyl-4-(4-fluorophenyl)-5-(1-octenyl)pyridine

[4-(4-Fluoro-phenyl)-5-((E)-hept-1-enyl)-2,6-diisopropyl-pyridin-3-yl]-methanol