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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364412Generated: November 1, 2026

N-(2-aminoethyl)-N-methylmethanesulfonamide → 7-[(4-Fluorophenyl)methyl]-4-hydroxy-N-{2-[methyl(methylsulfonyl)amino]ethyl}-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide

https://huagongshe.com/reaction/2364412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(2-aminoethyl)-N-methylmethanesulfonamideHCID 28707509—
ReactantEthyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylateHCID 54729997—
SolventDimethylformamideHCID 6228—
Product7-[(4-Fluorophenyl)methyl]-4-hydroxy-N-{2-[methyl(methylsulfonyl)amino]ethyl}-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamideHCID 69482887—

Reaction Steps

This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and N-(2-aminoethyl)-N-methylmethanesulfonamide employing methods similar to those described in Example 2 and using N,N-dimethylformamide as the reaction solvent. The product was obtained as an off-white solid: 1H NMR (d6-DMSO) δ 11.93 (1H, br s), 10.91 (1H, br s), 9.99 (1H, br s), 8.10 (1H, br s), 7.35-7.25 (3H, m), 7.18-7.08 (2H, m), 3.98 (2H, br s), 3.46 (2H, br s), 3.21 (2H, br s), 2.85 (3H, s), 2.81 (3H, s); HRMS calcd for C20H21FN4O5S+H+: 449.1295. Found 449.1292.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691991B2
Source datasetuspto-grants-2014_04
ORD IDord-c6a2ef7fc91a4f3dbadf6e6f7aa0d971
Source noteuspto-grants-2014_04