ethyl 6-(benzyloxy)-8-bromo-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylate

Base Information

Chemical Name:ethyl 6-(benzyloxy)-8-bromo-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylate
CAS No.:1262133-33-4
Molecular Formula:C₁₆H₁₄BrN₃O₃
Molecular Weight:376.209
Hs Code.:

Synonyms:ethyl 6-(benzyloxy)-8-bromo-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylate

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Chemical Property of ethyl 6-(benzyloxy)-8-bromo-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylate

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Technology Process of ethyl 6-(benzyloxy)-8-bromo-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylate

There total 6 articles about ethyl 6-(benzyloxy)-8-bromo-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylate 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: 69.0%

: 1262133-32-3
6-(benzyloxy)-8-bromo-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid

: 1188-33-6
N,N-dimethylformamide diethyl diacetal

: 1262133-33-4
ethyl 6-(benzyloxy)-8-bromo-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylate

Guidance literature:: In toluene; at 80 ℃;

Reference yield:

: 35486-42-1
2-amino-3,5-dibromopyridine

: 1262133-33-4
ethyl 6-(benzyloxy)-8-bromo-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene-4-sulfonic acid / toluene / 2.5 h / Reflux; Enzymatic reaction

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: hydroxylamine hydrochloride; triethylamine / ethanol; water / 48 h / Reflux

4.1: N,N-dimethyl-formamide / 0.25 h / 130 °C

4.2: 20 °C / Cooling with ice

5.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C

5.2: 0.5 h / Cooling

6.1: toluene / 80 °C

With hydroxylamine hydrochloride; sodium hydride; toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; n-heptane; ethylbenzene; water; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/acsmedchemlett.7b00404

Reference yield:

: 1262133-29-8
5-(benzyloxy)-3-bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)pyridine

: 1262133-33-4
ethyl 6-(benzyloxy)-8-bromo-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydroxylamine hydrochloride; triethylamine / ethanol; water / 48 h / Reflux

2.1: N,N-dimethyl-formamide / 0.25 h / 130 °C

2.2: 20 °C / Cooling with ice

3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C

3.2: 0.5 h / Cooling

4.1: toluene / 80 °C

With hydroxylamine hydrochloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; n-heptane; ethylbenzene; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acsmedchemlett.7b00404