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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364141Generated: October 30, 2026

Ethyl 3-chloro-3-oxopropionate → Ethyl 7-(4-fluorobenzyl)-4-hydroxy-2-oxo-1-[2-oxopyrrolidin-1-yl ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/2364141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-chloro-3-oxopropionateHCID 118931—
ReactantEthyl 5-(4-fluorobenzyl)-3-{[2-(2-oxopyrrolidin-1-yl)ethyl]amino}pyridine-2-carboxylateHCID 58882948—
ProductEthyl 7-(4-fluorobenzyl)-4-hydroxy-2-oxo-1-[2-oxopyrrolidin-1-yl ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylateHCID 58882907—

Reaction Steps

This compound was prepared from ethyl 5-(4-fluorobenzyl)-3-{[2-(2-oxopyrrolidin-1-yl)ethyl]amino}pyridine-2-carboxylate and ethyl 3-chloro-3-oxopropionate in a manner similar to that described in Example 1, Steps 10-11 and was obtained as a white solid: 1H NMR (CDCl3) δ 8.50 (1H, d, J=1.4 Hz), 8.11 (1H, s), 7.26 (2H, m), 7.00 (2H, ddd, J˜9, 9, 2 Hz), 4.52 (2H, q, J=7 Hz), 4.33 (2H, br t, J˜7 Hz), 4.14 (2H, s), 3.52-3.44 (4H, m), 2.35 (2H, t, J=8 Hz), 2.00 (2H, m), 1.48 (3H, t, J=7 Hz); HRMS calcd for C24H24FN3O5+H+: 454.1778. Found: 454.1787.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691991B2
Source datasetuspto-grants-2014_04
ORD IDord-7a837cd1213e4b468f6bb245c3b51366
Source noteuspto-grants-2014_04