diethyl 3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}dipropanoate

Base Information

Chemical Name:diethyl 3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}dipropanoate
CAS No.:1364054-63-6
Molecular Formula:C₂₂H₂₆BrNO₅
Molecular Weight:464.356
Hs Code.:

Synonyms:diethyl 3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}dipropanoate

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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 diethyl 3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}dipropanoate

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Technology Process of diethyl 3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}dipropanoate

There total 3 articles about diethyl 3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}dipropanoate 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: 84.0%

: 1364054-42-1
diethyl 3,3'-(4-hydroxypyridine-2,6-diyl)dipropanoate

: 589-15-1
1-bromomethyl-4-bromobenzene

: 1364054-63-6
diethyl 3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}dipropanoate

Guidance literature:: With potassium carbonate; In acetonitrile; at 82 ℃; for 17h;
DOI:10.1002/hlca.201100195

Reference yield:

: 1364054-53-4
dimethyl 4-[(4-bromobenzyl)oxy]pyridine-2,6-dicarboxylate

: 1364054-63-6
diethyl 3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}dipropanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate / methanol / 17 h / 0 - 68 °C

2.1: selenium(IV) oxide / 1,4-dioxane / 20 h / 95 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 0.33 h / 0 °C

3.2: 19.5 h / 0 - 20 °C

4.1: palladium on activated charcoal; hydrogen / methanol / 15 h / 60 °C / 760.05 Torr

5.1: potassium carbonate / acetonitrile / 17 h / 82 °C

With selenium(IV) oxide; sodium tetrahydroborate; palladium on activated charcoal; hydrogen; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In 1,4-dioxane; methanol; acetonitrile; 3.1: Horner-Wadsworth-Emmons olefination / 3.2: Horner-Wadsworth-Emmons olefination / 5.1: Williamson etherification;
DOI:10.1002/hlca.201100195

Reference yield:

: 1364054-57-8
{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}dimethanol

: 1364054-63-6
diethyl 3,3'-{4-[(4-bromobenzyl)oxy]pyridine-2,6-diyl}dipropanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: selenium(IV) oxide / 1,4-dioxane / 20 h / 95 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 0.33 h / 0 °C

2.2: 19.5 h / 0 - 20 °C

3.1: palladium on activated charcoal; hydrogen / methanol / 15 h / 60 °C / 760.05 Torr

4.1: potassium carbonate / acetonitrile / 17 h / 82 °C

With selenium(IV) oxide; palladium on activated charcoal; hydrogen; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In 1,4-dioxane; methanol; acetonitrile; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination / 4.1: Williamson etherification;
DOI:10.1002/hlca.201100195