5-[3,5-bis(trifluoromethyl)benzyl]-9-chloro-7-phenyl-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one

Base Information

Chemical Name:5-[3,5-bis(trifluoromethyl)benzyl]-9-chloro-7-phenyl-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one
CAS No.:544671-92-3
Molecular Formula:C₂₄H₁₇ClF₆N₂O₂
Molecular Weight:514.855
Hs Code.:

Synonyms:5-[3,5-bis(trifluoromethyl)benzyl]-9-chloro-7-phenyl-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one

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Chemical Property of 5-[3,5-bis(trifluoromethyl)benzyl]-9-chloro-7-phenyl-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one

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Technology Process of 5-[3,5-bis(trifluoromethyl)benzyl]-9-chloro-7-phenyl-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one

There total 10 articles about 5-[3,5-bis(trifluoromethyl)benzyl]-9-chloro-7-phenyl-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one 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: 99.0%

: 544671-86-5
5-[3,5-bis(trifluoromethyl)benzyl]-10-oxo-7-phenyl-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one

: 544671-92-3
5-[3,5-bis(trifluoromethyl)benzyl]-9-chloro-7-phenyl-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one

Guidance literature:: With trichlorophosphate; for 1h; Heating;
DOI:10.1016/j.bmcl.2004.12.091

Reference yield:

: 544671-79-6
N-[3,5-bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-4-iodo-3-pyridinecarboxamide

: 544671-92-3
5-[3,5-bis(trifluoromethyl)benzyl]-9-chloro-7-phenyl-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / sodium hydride / tetrahydrofuran / 1.5 h / 0 - 20 °C

2: 80 percent / Na₂CO₃ / Pd(PPh₃)4 / toluene; dioxane / Heating

3: 54 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

4: 99 percent / phosphorus oxychloride / Heating

With sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; 2: Suzuki coupling;
DOI:10.1016/j.bmc.2005.06.015

Reference yield:

: 544671-78-5
2-chloro-4-iodo-3-pyridinecarboxylic acid

: 544671-92-3
5-[3,5-bis(trifluoromethyl)benzyl]-9-chloro-7-phenyl-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one

Guidance literature:: Multi-step reaction with 6 steps

1: thionyl chloride / dimethylformamide / 2 h / Heating

2: 92 percent / triethylamine / tetrahydrofuran / 3 h / 0 - 20 °C

3: 42 percent / sodium hydride / tetrahydrofuran / 1.5 h / 0 - 20 °C

4: 80 percent / Na₂CO₃ / Pd(PPh₃)4 / toluene; dioxane / Heating

5: 54 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

6: 99 percent / phosphorus oxychloride / Heating

With thionyl chloride; sodium hydride; sodium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; 4: Suzuki coupling;
DOI:10.1016/j.bmc.2005.06.015