N-(4-(dimethylamino)phenyl)-6-oxo-1-(prop-2-ynyl)-1,6-dihydropyridine-2-carboxamide

Base Information

Chemical Name:N-(4-(dimethylamino)phenyl)-6-oxo-1-(prop-2-ynyl)-1,6-dihydropyridine-2-carboxamide
CAS No.:939055-53-5
Molecular Formula:C₁₇H₁₇N₃O₂
Molecular Weight:295.341
Hs Code.:

Synonyms:N-(4-(dimethylamino)phenyl)-6-oxo-1-(prop-2-ynyl)-1,6-dihydropyridine-2-carboxamide

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Chemical Property of N-(4-(dimethylamino)phenyl)-6-oxo-1-(prop-2-ynyl)-1,6-dihydropyridine-2-carboxamide

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Technology Process of N-(4-(dimethylamino)phenyl)-6-oxo-1-(prop-2-ynyl)-1,6-dihydropyridine-2-carboxamide

There total 5 articles about N-(4-(dimethylamino)phenyl)-6-oxo-1-(prop-2-ynyl)-1,6-dihydropyridine-2-carboxamide 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:

: C₉H₆NO₂Cl

: 99-98-9
4-amino-N,N-dimethylaniline

: 939055-53-5
N-(4-(dimethylamino)phenyl)-6-oxo-1-(prop-2-ynyl)-1,6-dihydropyridine-2-carboxamide

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ol0706307

Reference yield:

: 939055-78-4
6-oxo-1-(prop-2-yn-1-yl)-1,6-dihydropyridine-2-carboxylic acid

: 939055-53-5
N-(4-(dimethylamino)phenyl)-6-oxo-1-(prop-2-ynyl)-1,6-dihydropyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 0 °C

2: NaHCO₃ / CH₂Cl₂ / 1 h / 20 °C

With oxalyl dichloride; sodium hydrogencarbonate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0706307

Reference yield:

: 19621-92-2
6-Hydroxypicolinic acid

: 939055-53-5
N-(4-(dimethylamino)phenyl)-6-oxo-1-(prop-2-ynyl)-1,6-dihydropyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: sulfuric acid / 10 h / Heating

2: 11.6 g / potassium carbonate; lithium bromide; tetrabutylammonium bromide / H₂O; toluene / 0.33 h / 80 °C

3: lithium hydroxide monohydrate / H₂O; tetrahydrofuran / 0.17 h / 0 °C

4: oxalyl chloride / CH₂Cl₂; dimethylformamide / 0 °C

5: NaHCO₃ / CH₂Cl₂ / 1 h / 20 °C

With lithium hydroxide; oxalyl dichloride; sulfuric acid; tetrabutylammomium bromide; sodium hydrogencarbonate; potassium carbonate; lithium bromide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0706307