3-methoxy-5-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazol-2-yl]pyridine

Base Information

Chemical Name:3-methoxy-5-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazol-2-yl]pyridine
CAS No.:177661-64-2
Molecular Formula:C₁₇H₁₄F₃N₃O₃S
Molecular Weight:397.378
Hs Code.:

Synonyms:3-methoxy-5-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazol-2-yl]pyridine

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Chemical Property of 3-methoxy-5-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazol-2-yl]pyridine

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Technology Process of 3-methoxy-5-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazol-2-yl]pyridine

There total 10 articles about 3-methoxy-5-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazol-2-yl]pyridine 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:

: 3-methoxy-5-[1-(4-methylsulfanyl-phenyl)-4-trifluoromethyl-1H-imidazol-2-yl]-pyridine

: 177661-64-2
3-methoxy-5-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazol-2-yl]pyridine

Guidance literature:: With Oxone; In methanol; water; at 20 ℃;
DOI:10.1021/jm0000719

Reference yield:

: 20826-03-3
5-methoxypyridine-3-carboxylic acid

: 177661-64-2
3-methoxy-5-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazol-2-yl]pyridine

Guidance literature:: Multi-step reaction with 7 steps

1.1: thionyl chloride / Heating

2.1: NH₃(g) / 1,2-dichloro-ethane / -30 - 20 °C

3.1: trifluoroacetic anhydride; Et₃N / CH₂Cl₂ / 302 h / 0 °C

4.1: sodium bis(trimethylsilyl) amide / tetrahydrofuran / 4 h / 25 °C

4.2: tetrahydrofuran / 4 h

5.1: NaHCO₃ / propan-2-ol / 4.5 h / 50 - 80 °C

6.1: p-toluenesulfonic acid monohydrate / toluene / 4 h / Heating

7.1: oxone / H₂O; methanol / 20 °C

With Oxone; thionyl chloride; ammonia; sodium hexamethyldisilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; isopropyl alcohol; toluene; 1.1: Chlorination / 2.1: amidation / 3.1: Dehydration / 4.1: deprotonation / 4.2: Addition / 5.1: Alkylation / 6.1: Dehydration / 7.1: Oxidation;
DOI:10.1021/jm0000719

Reference yield:

: 30766-22-4
methyl 5-hydroxy-3-pyridinecarboxylate

: 177661-64-2
3-methoxy-5-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazol-2-yl]pyridine

Guidance literature:: Multi-step reaction with 9 steps

1.1: NaOMe / dimethylformamide / 0.5 h / 20 °C

1.2: 33 percent / NaOMe / dimethylformamide / 20 °C

2.1: 100 percent / NaOH; EtOH / 3 h / Heating

3.1: thionyl chloride / Heating

4.1: NH₃(g) / 1,2-dichloro-ethane / -30 - 20 °C

5.1: trifluoroacetic anhydride; Et₃N / CH₂Cl₂ / 302 h / 0 °C

6.1: sodium bis(trimethylsilyl) amide / tetrahydrofuran / 4 h / 25 °C

6.2: tetrahydrofuran / 4 h

7.1: NaHCO₃ / propan-2-ol / 4.5 h / 50 - 80 °C

8.1: p-toluenesulfonic acid monohydrate / toluene / 4 h / Heating

9.1: oxone / H₂O; methanol / 20 °C

With Oxone; sodium hydroxide; thionyl chloride; ethanol; ammonia; sodium methylate; sodium hexamethyldisilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene; 1.1: Metallation / 1.2: Methylation / 2.1: Hydrolysis / 3.1: Chlorination / 4.1: amidation / 5.1: Dehydration / 6.1: deprotonation / 6.2: Addition / 7.1: Alkylation / 8.1: Dehydration / 9.1: Oxidation;
DOI:10.1021/jm0000719