1-acetyl-N-[5-(6-benzenesulfonamidopyridin-2-yl)-4-methyl-1,3-thiazol-2-yl]piperidine-2-carboxamide

Base Information

Chemical Name:1-acetyl-N-[5-(6-benzenesulfonamidopyridin-2-yl)-4-methyl-1,3-thiazol-2-yl]piperidine-2-carboxamide
CAS No.:1608501-56-9
Molecular Formula:C₂₃H₂₅N₅O₄S₂
Molecular Weight:499.615
Hs Code.:

Synonyms:1-acetyl-N-[5-(6-benzenesulfonamidopyridin-2-yl)-4-methyl-1,3-thiazol-2-yl]piperidine-2-carboxamide

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Chemical Property of 1-acetyl-N-[5-(6-benzenesulfonamidopyridin-2-yl)-4-methyl-1,3-thiazol-2-yl]piperidine-2-carboxamide

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Technology Process of 1-acetyl-N-[5-(6-benzenesulfonamidopyridin-2-yl)-4-methyl-1,3-thiazol-2-yl]piperidine-2-carboxamide

There total 5 articles about 1-acetyl-N-[5-(6-benzenesulfonamidopyridin-2-yl)-4-methyl-1,3-thiazol-2-yl]piperidine-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: 59.0%

: 1608501-55-8
N-[6-(2-amino-4-methyl-1,3-thiazol-5-yl)pyridin-2-yl]benzenesulfonamide hydrochloride

: 35677-87-3
1-acetylpiperidine-2-carboxylic acid

: 1608501-56-9
1-acetyl-N-[5-(6-benzenesulfonamidopyridin-2-yl)-4-methyl-1,3-thiazol-2-yl]piperidine-2-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; at 40 ℃; for 40h;
DOI:10.1039/c3cc48391f

Reference yield:

: 98-09-9
benzenesulfonyl chloride

: 1608501-56-9
1-acetyl-N-[5-(6-benzenesulfonamidopyridin-2-yl)-4-methyl-1,3-thiazol-2-yl]piperidine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 2.5 h / 0 - 20 °C

2: palladium diacetate; tri-tert-butyl phosphine; cesium fluoride / dimethyl sulfoxide / 6 h / 140 °C

3: hydrogenchloride; water / 20 h / 80 °C

4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 40 h / 40 °C

With pyridine; hydrogenchloride; tri-tert-butyl phosphine; water; palladium diacetate; N-ethyl-N,N-diisopropylamine; cesium fluoride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1039/c3cc48391f

Reference yield:

: 19798-81-3,1184170-10-2
2-Amino-6-bromopyridine

: 1608501-56-9
1-acetyl-N-[5-(6-benzenesulfonamidopyridin-2-yl)-4-methyl-1,3-thiazol-2-yl]piperidine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 2.5 h / 0 - 20 °C

2: palladium diacetate; tri-tert-butyl phosphine; cesium fluoride / dimethyl sulfoxide / 6 h / 140 °C

3: hydrogenchloride; water / 20 h / 80 °C

4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 40 h / 40 °C

With pyridine; hydrogenchloride; tri-tert-butyl phosphine; water; palladium diacetate; N-ethyl-N,N-diisopropylamine; cesium fluoride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1039/c3cc48391f