(E)-3-(2-dimethylamino-6-trifluoromethylpyridin-3-yl)-3-(4-fluorophenyl)-2-propen-1-ol

Base Information

Chemical Name:(E)-3-(2-dimethylamino-6-trifluoromethylpyridin-3-yl)-3-(4-fluorophenyl)-2-propen-1-ol
CAS No.:1369535-02-3
Molecular Formula:C₁₇H₁₆F₄N₂O
Molecular Weight:340.32
Hs Code.:

Synonyms:(E)-3-(2-dimethylamino-6-trifluoromethylpyridin-3-yl)-3-(4-fluorophenyl)-2-propen-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-3-(2-dimethylamino-6-trifluoromethylpyridin-3-yl)-3-(4-fluorophenyl)-2-propen-1-ol

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Technology Process of (E)-3-(2-dimethylamino-6-trifluoromethylpyridin-3-yl)-3-(4-fluorophenyl)-2-propen-1-ol

There total 3 articles about (E)-3-(2-dimethylamino-6-trifluoromethylpyridin-3-yl)-3-(4-fluorophenyl)-2-propen-1-ol 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%

: 1369535-01-2
ethyl (E)-3-(2-dimethylamino-6-trifluoromethylpyridin-3-yl)-3-(4-fluorophenyl)acrylate

: 1369535-02-3
(E)-3-(2-dimethylamino-6-trifluoromethylpyridin-3-yl)-3-(4-fluorophenyl)-2-propen-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at -78 - 0 ℃; for 7.5h; Inert atmosphere;
DOI:10.1021/jm300101n

Reference yield:

: 910487-53-5
2-(dimethylamino)-6-trifluoromethylnicotinic acid

: 1369535-02-3
(E)-3-(2-dimethylamino-6-trifluoromethylpyridin-3-yl)-3-(4-fluorophenyl)-2-propen-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 14 h / 20 °C / Inert atmosphere

2: tetrahydrofuran / 29 h / 20 °C / Inert atmosphere

3: sodium hydride / toluene / 120 h / 100 °C / Inert atmosphere

4: diisobutylaluminium hydride / tetrahydrofuran / 7.5 h / -78 - 0 °C / Inert atmosphere

With sodium hydride; diisobutylaluminium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 3: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm300101n

Reference yield:

: 280566-45-2
2-chloro-6-(trifluoromethyl)pyridine-3-carboxylic acid

: 1369535-02-3
(E)-3-(2-dimethylamino-6-trifluoromethylpyridin-3-yl)-3-(4-fluorophenyl)-2-propen-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: water / 25 h / 20 °C / Inert atmosphere

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 14 h / 20 °C / Inert atmosphere

3: tetrahydrofuran / 29 h / 20 °C / Inert atmosphere

4: sodium hydride / toluene / 120 h / 100 °C / Inert atmosphere

5: diisobutylaluminium hydride / tetrahydrofuran / 7.5 h / -78 - 0 °C / Inert atmosphere

With sodium hydride; diisobutylaluminium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; 4: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm300101n