3-(4-bromo-2-fluorophenyl)-9-(4-methoxybenzyl)-2,4,9-triazaspiro[5.5]undec-2-ene

Base Information

Chemical Name:3-(4-bromo-2-fluorophenyl)-9-(4-methoxybenzyl)-2,4,9-triazaspiro[5.5]undec-2-ene
CAS No.:1403578-86-8
Molecular Formula:C₂₂H₂₅BrFN₃O
Molecular Weight:446.362
Hs Code.:

Synonyms:3-(4-bromo-2-fluorophenyl)-9-(4-methoxybenzyl)-2,4,9-triazaspiro[5.5]undec-2-ene

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Chemical Property of 3-(4-bromo-2-fluorophenyl)-9-(4-methoxybenzyl)-2,4,9-triazaspiro[5.5]undec-2-ene

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Technology Process of 3-(4-bromo-2-fluorophenyl)-9-(4-methoxybenzyl)-2,4,9-triazaspiro[5.5]undec-2-ene

There total 4 articles about 3-(4-bromo-2-fluorophenyl)-9-(4-methoxybenzyl)-2,4,9-triazaspiro[5.5]undec-2-ene 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: 11.0%

: 1403578-83-5
1-(4-methoxybenzyl)piperidine-4,4-dicarbonitrile

: 57848-46-1
4-bromo-2-fluorobenzaldehyde

: 1403578-86-8
3-(4-bromo-2-fluorophenyl)-9-(4-methoxybenzyl)-2,4,9-triazaspiro[5.5]undec-2-ene

Guidance literature:: 1-(4-methoxybenzyl)piperidine-4,4-dicarbonitrile; With borane-THF; In tetrahydrofuran; at 0 - 65 ℃; for 5h; Inert atmosphere;

4-bromo-2-fluorobenzaldehyde; In tert-butyl alcohol; at 70 ℃; for 0.5h;

With iodine; potassium carbonate; In tert-butyl alcohol; at 70 ℃; for 3h; Enzymatic reaction;
DOI:10.1016/j.bmc.2012.08.030

Reference yield:

: 100-07-2
4-methoxy-benzoyl chloride

: 1403578-86-8
3-(4-bromo-2-fluorophenyl)-9-(4-methoxybenzyl)-2,4,9-triazaspiro[5.5]undec-2-ene

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 2 h / 20 °C

2.1: lithium aluminium tetrahydride / diethyl ether / 0 - 20 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 65 °C

3.2: 2 h / 65 °C

4.1: borane-THF / tetrahydrofuran / 5 h / 0 - 65 °C / Inert atmosphere

4.2: 0.5 h / 70 °C

4.3: 3 h / 70 °C / Enzymatic reaction

With lithium aluminium tetrahydride; borane-THF; potassium carbonate; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.08.030

Reference yield:

: 500697-00-7
C₁₂H₁₅Cl₂NO₂

: 1403578-86-8
3-(4-bromo-2-fluorophenyl)-9-(4-methoxybenzyl)-2,4,9-triazaspiro[5.5]undec-2-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 65 °C

2.2: 2 h / 65 °C

3.1: borane-THF / tetrahydrofuran / 5 h / 0 - 65 °C / Inert atmosphere

3.2: 0.5 h / 70 °C

3.3: 3 h / 70 °C / Enzymatic reaction

With lithium aluminium tetrahydride; borane-THF; potassium carbonate; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.08.030