ethyl 6-bromo-8-hydroxy-7-(pyrrolidin-1-ylmethyl)-2-((p-tolylthio)methyl)imidazo[1,2-a]pyridine-3-carboxylate

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Chemical Name:ethyl 6-bromo-8-hydroxy-7-(pyrrolidin-1-ylmethyl)-2-((p-tolylthio)methyl)imidazo[1,2-a]pyridine-3-carboxylate
CAS No.:1286716-26-4
Molecular Formula:C₂₃H₂₆BrN₃O₃S
Molecular Weight:504.448
Hs Code.:

Synonyms:ethyl 6-bromo-8-hydroxy-7-(pyrrolidin-1-ylmethyl)-2-((p-tolylthio)methyl)imidazo[1,2-a]pyridine-3-carboxylate

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Chemical Property of ethyl 6-bromo-8-hydroxy-7-(pyrrolidin-1-ylmethyl)-2-((p-tolylthio)methyl)imidazo[1,2-a]pyridine-3-carboxylate

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Technology Process of ethyl 6-bromo-8-hydroxy-7-(pyrrolidin-1-ylmethyl)-2-((p-tolylthio)methyl)imidazo[1,2-a]pyridine-3-carboxylate

There total 8 articles about ethyl 6-bromo-8-hydroxy-7-(pyrrolidin-1-ylmethyl)-2-((p-tolylthio)methyl)imidazo[1,2-a]pyridine-3-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: 71.5%

: 123-75-1
pyrrolidine

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1286716-35-5
ethyl 6-bromo-8-hydroxy-2-((p-tolylthio)methyl)imidazo[1,2-a]pyridine-3-carboxylate

: 1286716-26-4
ethyl 6-bromo-8-hydroxy-7-(pyrrolidin-1-ylmethyl)-2-((p-tolylthio)methyl)imidazo[1,2-a]pyridine-3-carboxylate

Guidance literature:: pyrrolidine; formaldehyd; In methanol; at 20 ℃; for 0.5h;

ethyl 6-bromo-8-hydroxy-2-((p-tolylthio)methyl)imidazo[1,2-a]pyridine-3-carboxylate; In methanol; at 30 ℃;
DOI:10.1002/ardp.201000045

Reference yield:

: 754230-78-9
3-(benzyloxy)-5-bromopyridine-2-amine

: 1286716-26-4
ethyl 6-bromo-8-hydroxy-7-(pyrrolidin-1-ylmethyl)-2-((p-tolylthio)methyl)imidazo[1,2-a]pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride; acetic acid / water / Reflux; Inert atmosphere

2.1: ethanol / Reflux

3.1: potassium hydroxide / 0 °C

3.2: 20 °C

4.1: methanol / 0.5 h / 20 °C

4.2: 30 °C

With hydrogenchloride; acetic acid; potassium hydroxide; In methanol; ethanol; water; 4.1: Mannich reaction / 4.2: Mannich reaction;
DOI:10.1002/ardp.201000045

Reference yield:

: 16867-03-1
2-amino-3-hydroxypyridine

: 1286716-26-4
ethyl 6-bromo-8-hydroxy-7-(pyrrolidin-1-ylmethyl)-2-((p-tolylthio)methyl)imidazo[1,2-a]pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrabutylammomium bromide; sodium hydroxide / dichloromethane; water / 6 h / 20 °C

2.1: sulfuric acid; bromine; acetic acid / water / 0 - 20 °C

3.1: hydrogenchloride; acetic acid / water / Reflux; Inert atmosphere

4.1: ethanol / Reflux

5.1: potassium hydroxide / 0 °C

5.2: 20 °C

6.1: methanol / 0.5 h / 20 °C

6.2: 30 °C

With hydrogenchloride; sulfuric acid; tetrabutylammomium bromide; bromine; acetic acid; potassium hydroxide; sodium hydroxide; In methanol; ethanol; dichloromethane; water; 6.1: Mannich reaction / 6.2: Mannich reaction;
DOI:10.1002/ardp.201000045