2-cyclohexyl-4-[4-(4-fluorophenyl)-1-(methoxymethyl)-2-phenyl-1H-imidazol-5-yl]-1-(methoxymethyl)-1H-pyrrolo[2,3-b]pyridine

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Chemical Name:2-cyclohexyl-4-[4-(4-fluorophenyl)-1-(methoxymethyl)-2-phenyl-1H-imidazol-5-yl]-1-(methoxymethyl)-1H-pyrrolo[2,3-b]pyridine
CAS No.:1346175-19-6
Molecular Formula:C₃₂H₃₃FN₄O₂
Molecular Weight:524.638
Hs Code.:

Synonyms:2-cyclohexyl-4-[4-(4-fluorophenyl)-1-(methoxymethyl)-2-phenyl-1H-imidazol-5-yl]-1-(methoxymethyl)-1H-pyrrolo[2,3-b]pyridine

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Chemical Property of 2-cyclohexyl-4-[4-(4-fluorophenyl)-1-(methoxymethyl)-2-phenyl-1H-imidazol-5-yl]-1-(methoxymethyl)-1H-pyrrolo[2,3-b]pyridine

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Technology Process of 2-cyclohexyl-4-[4-(4-fluorophenyl)-1-(methoxymethyl)-2-phenyl-1H-imidazol-5-yl]-1-(methoxymethyl)-1H-pyrrolo[2,3-b]pyridine

There total 6 articles about 2-cyclohexyl-4-[4-(4-fluorophenyl)-1-(methoxymethyl)-2-phenyl-1H-imidazol-5-yl]-1-(methoxymethyl)-1H-pyrrolo[2,3-b]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: 50.0%

: 1213269-68-1
4-(4-fluorophenyl)-1-(methoxymethyl)-2-phenyl-1H-imidazole

: 1346175-05-0
4-chloro-2-cyclohexyl-1-(methoxymethyl)-1H-pyrrolo[2,3-b]pyridine

: 1346175-19-6
2-cyclohexyl-4-[4-(4-fluorophenyl)-1-(methoxymethyl)-2-phenyl-1H-imidazol-5-yl]-1-(methoxymethyl)-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: 4-(4-fluorophenyl)-1-(methoxymethyl)-2-phenyl-1H-imidazole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With tributyltin chloride; In tetrahydrofuran; at -78 - 20 ℃; for 0.5h; Inert atmosphere;

4-chloro-2-cyclohexyl-1-(methoxymethyl)-1H-pyrrolo[2,3-b]pyridine; With palladium diacetate; XPhos; In 1,4-dioxane; at 100 ℃; Inert atmosphere; Microwave irradiation;
DOI:10.1016/j.tet.2011.09.053

Reference yield:

: 108-99-6
3-Methylpyridine

: 1346175-19-6
2-cyclohexyl-4-[4-(4-fluorophenyl)-1-(methoxymethyl)-2-phenyl-1H-imidazol-5-yl]-1-(methoxymethyl)-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium diisopropyl amide / 0.5 h / 0 °C

1.2: 0 - 15 °C

1.3: 0 °C / Reflux

2.1: 3-chloro-benzenecarboperoxoic acid / hexane; ethyl acetate / 1 h

3.1: trichlorophosphate / 0 - 80 °C

3.2: Cooling with ice

4.1: sodium hydride / tetrahydrofuran / 0.5 h

4.2: 0.5 h / 0 °C

5.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5.2: 0.5 h / -78 - 20 °C / Inert atmosphere

5.3: 100 °C / Inert atmosphere; Microwave irradiation

With n-butyllithium; sodium hydride; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; hexane; ethyl acetate; 5.3: Stille coupling;
DOI:10.1016/j.tet.2011.09.053

Reference yield:

: 403-32-7
(4-fluorophenyl)glyoxal

: 1346175-19-6
2-cyclohexyl-4-[4-(4-fluorophenyl)-1-(methoxymethyl)-2-phenyl-1H-imidazol-5-yl]-1-(methoxymethyl)-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: ammonium acetate / methanol / 20 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h

2.2: 0.5 h / 0 °C

3.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 - 20 °C / Inert atmosphere

3.3: 100 °C / Inert atmosphere; Microwave irradiation

With n-butyllithium; ammonium acetate; sodium hydride; In tetrahydrofuran; methanol; 3.3: Stille coupling;
DOI:10.1016/j.tet.2011.09.053