N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-4-(trifluoromethyl)benzenesulfonamide

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)-4-(trifluoromethyl)benzenesulfonamide
CAS No.:1552300-72-7
Molecular Formula:C₂₇H₂₆F₃N₅O₄S
Molecular Weight:573.596
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)-4-(trifluoromethyl)benzenesulfonamide

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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)-4-(trifluoromethyl)benzenesulfonamide

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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)-4-(trifluoromethyl)benzenesulfonamide

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)-4-(trifluoromethyl)benzenesulfonamide 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: 78.0%

: 1550190-39-0
N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-4-(trifluoromethyl)benzenesulfonamide

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

: 1552300-72-7
N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-4-(trifluoromethyl)benzenesulfonamide

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:

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

: 1552300-72-7
N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-4-(trifluoromethyl)benzenesulfonamide

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

Reference yield:

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

: 1552300-72-7
N-(5-(7-amino-1-cyclopentyl-5-methyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-4-(trifluoromethyl)benzenesulfonamide

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