N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-3-fluorobenzenesulfonamide

Base Information

Chemical Name:N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-3-fluorobenzenesulfonamide
CAS No.:1552300-77-2
Molecular Formula:C₂₆H₂₆FN₅O₄S
Molecular Weight:523.588
Hs Code.:

Synonyms:N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-3-fluorobenzenesulfonamide

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Chemical Property of N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-3-fluorobenzenesulfonamide

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Technology Process of N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-3-fluorobenzenesulfonamide

There total 7 articles about N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-3-fluorobenzenesulfonamide 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: 80.0%

: 1552301-08-2
3-fluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)benzenesulfonamide

: 1552300-42-1
7-amino-3-bromo-1-cyclopentyl-5-methyl-1,6-naphthyridin-2(1H)-one

: 1552300-77-2
N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-3-fluorobenzenesulfonamide

Guidance literature:: With bis(triphenylphosphine)palladium(II) chloride; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.bmcl.2013.12.112

Reference yield:

: 1552300-23-8
(E)-ethyl 3-(4-(cyclopentylamino)-6-(2,5-dimethyl-1H-pyrrol-1-yl)-2-methylpyridin-3-yl)acrylate

: 1552300-77-2
N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-3-fluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium tert-butylate / N,N-dimethyl-formamide / 150 °C

2: hydroxylamine hydrochloride / water; ethanol / Reflux

3: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 20 °C

4: potassium carbonate; bis(triphenylphosphine)palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

With N-Bromosuccinimide; bis(triphenylphosphine)palladium(II) chloride; hydroxylamine hydrochloride; potassium tert-butylate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2013.12.112

Reference yield:

: 1552300-29-4
1-cyclopentyl-7-(2,5-dimethyl-1H-pyrrol-1-yl)-5-methyl-1,6-naphthyridin-2(1H)-one

: 1552300-77-2
N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-3-fluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride / water; ethanol / Reflux

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 20 °C

3: potassium carbonate; bis(triphenylphosphine)palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

With N-Bromosuccinimide; bis(triphenylphosphine)palladium(II) chloride; hydroxylamine hydrochloride; potassium carbonate; In ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2013.12.112