6-methoxy-4-hydroxy-3-methyl-N-(3,3',5-trifluorobiphenyl-4-yl)quinoline-2-carboxamide

Base Information

Chemical Name:6-methoxy-4-hydroxy-3-methyl-N-(3,3',5-trifluorobiphenyl-4-yl)quinoline-2-carboxamide
CAS No.:1616959-68-2
Molecular Formula:C₂₄H₁₇F₃N₂O₃
Molecular Weight:438.406
Hs Code.:

Synonyms:6-methoxy-4-hydroxy-3-methyl-N-(3,3',5-trifluorobiphenyl-4-yl)quinoline-2-carboxamide

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Chemical Property of 6-methoxy-4-hydroxy-3-methyl-N-(3,3',5-trifluorobiphenyl-4-yl)quinoline-2-carboxamide

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Technology Process of 6-methoxy-4-hydroxy-3-methyl-N-(3,3',5-trifluorobiphenyl-4-yl)quinoline-2-carboxamide

There total 6 articles about 6-methoxy-4-hydroxy-3-methyl-N-(3,3',5-trifluorobiphenyl-4-yl)quinoline-2-carboxamide 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: 66.56%

: 24782-26-1
4-hydroxy-6-methoxy-3-methyl-quinoline-2-carboxylic acid

: 1214347-63-3
C₁₂H₈F₃N

: 1616959-68-2
6-methoxy-4-hydroxy-3-methyl-N-(3,3',5-trifluorobiphenyl-4-yl)quinoline-2-carboxamide

Guidance literature:: 4-hydroxy-6-methoxy-3-methyl-quinoline-2-carboxylic acid; With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 1h; Inert atmosphere;

C₁₂H₈F₃N; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2014.05.064

Reference yield:

: 104-94-9
4-methoxy-aniline

: 1616959-68-2
6-methoxy-4-hydroxy-3-methyl-N-(3,3',5-trifluorobiphenyl-4-yl)quinoline-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic acid / toluene / 110 °C / Dean-Stark

1.2: 250 °C

2.1: lithium hydroxide; water / tetrahydrofuran / 20 °C

3.1: triethylamine; benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 1 h / 0 - 5 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

With water; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1.1: |Conrad-Limpach Synthesis / 1.2: |Conrad-Limpach Synthesis;
DOI:10.1016/j.ejmech.2014.05.064

Reference yield:

: 759-65-9
diethyl oxalpropionate

: 1616959-68-2
6-methoxy-4-hydroxy-3-methyl-N-(3,3',5-trifluorobiphenyl-4-yl)quinoline-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic acid / toluene / 110 °C / Dean-Stark

1.2: 250 °C

2.1: lithium hydroxide; water / tetrahydrofuran / 20 °C

3.1: triethylamine; benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 1 h / 0 - 5 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

With water; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1.1: |Conrad-Limpach Synthesis / 1.2: |Conrad-Limpach Synthesis;
DOI:10.1016/j.ejmech.2014.05.064