4-(4-fluorophenyl)-1,2-dihydro-2-methyl-1-oxo-3-pyrido[4,3-c]pyridinecarboxylic acid ethyl ester

Base Information

• Chemical Name: 4-(4-fluorophenyl)-1,2-dihydro-2-methyl-1-oxo-3-pyrido[4,3-c]pyridinecarboxylic acid ethyl ester
• CAS No.: 168542-11-8
• Molecular Formula: C₁₈H₁₅FN₂O₃
• Molecular Weight: 326.327

Synonyms:4-(4-fluorophenyl)-1,2-dihydro-2-methyl-1-oxo-3-pyrido[4,3-c]pyridinecarboxylic acid ethyl ester

Chemical Property of 4-(4-fluorophenyl)-1,2-dihydro-2-methyl-1-oxo-3-pyrido[4,3-c]pyridinecarboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 4-(4-fluorophenyl)-1,2-dihydro-2-methyl-1-oxo-3-pyrido[4,3-c]pyridinecarboxylic acid ethyl ester

There total 5 articles about 4-(4-fluorophenyl)-1,2-dihydro-2-methyl-1-oxo-3-pyrido[4,3-c]pyridinecarboxylic acid ethyl 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: 38.0%

{[3-(4-Fluoro-benzoyl)-pyridine-4-carbonyl]-methyl-amino}-acetic acid ethyl ester (168542-07-2) → 4-(4-fluorophenyl)-1,2-dihydro-2-methyl-1-oxo-3-pyrido[4,3-c]pyridinecarboxylic acid ethyl ester (168542-11-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; for 4.5h; Heating;

DOI:10.1248/cpb.45.1642

Reference yield:

cinchomeronic anhydride (4664-08-8) → 4-(4-fluorophenyl)-1,2-dihydro-2-methyl-1-oxo-3-pyrido[4,3-c]pyridinecarboxylic acid ethyl ester (168542-11-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 11 percent / AlCl₃ / 3 h / Heating

2: SOCl₂, DMF / tetrahydrofuran / 1 h / Heating

3: Et₃N / tetrahydrofuran / 14 h / Ambient temperature

4: 38 percent / DBU / toluene / 4.5 h / Heating

With aluminium trichloride; thionyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; toluene;

DOI:10.1248/cpb.45.1642

Reference yield:

3-(4-fluorobenzoyl)-4-pyridine carboxylic acid (122853-76-3) → 4-(4-fluorophenyl)-1,2-dihydro-2-methyl-1-oxo-3-pyrido[4,3-c]pyridinecarboxylic acid ethyl ester (168542-11-8)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂, DMF / tetrahydrofuran / 1 h / Heating

2: Et₃N / tetrahydrofuran / 14 h / Ambient temperature

3: 38 percent / DBU / toluene / 4.5 h / Heating

With thionyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; toluene;

DOI:10.1248/cpb.45.1642

upstream raw materials:

{[3-(4-Fluoro-benzoyl)-pyridine-4-carbonyl]-methyl-amino}-acetic acid ethyl ester

cinchomeronic anhydride

3-(4-fluorobenzoyl)-4-pyridine carboxylic acid

Downstream raw materials:

N-[3,5-Bis(trifluoromethyl)benzyl]-4-(4-fluorophenyl)-1,2-dihydro-N, 2-dimethyl-1-oxo-3-pyrido[4,3-c]pyridine carboxamide

4-(4-fluorophenyl)-1,2-dihydro-2-methyl-1-oxo-3-pyrido[4,3-c]pyridine carboxylic acid

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