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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473417Generated: October 31, 2026

Sodium ethoxide → Sodium 3-(ethoxycarbonyl)-1,5-naphthyridine-2,4-bis(olate)

https://huagongshe.com/reaction/473417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
ReactantHCID 67239641HCID 67239641—
SolventEthanolHCID 702—
ProductSodium 3-(ethoxycarbonyl)-1,5-naphthyridine-2,4-bis(olate)HCID 67240435—

Reaction Steps

To a stirred solution of methyl 3-(3-ethoxy-3-oxopropanamido)picolinate (3.7 g, 14.67 mmol) in EtOH (50 mL) was added sodium ethanolate (6.56 mL, 17.60 mmol). The reaction was stirred at rt for 1 h. After this time the reaction was concentrated in vacuo and dried under vacuum overnight to give sodium 3-(ethoxycarbonyl)-1,5-naphthyridine-2,4-bis(olate): 1H NMR (400 MHz, DMSO-d6) δ ppm 1H NMR (400 MHz, DMSO-d6) δ ppm 8.14 (1H, dd, J=4.5, 1.6 Hz), 7.46 (1H, dd, J=8.2, 1.6 Hz), 7.29 (1H, dd, J=8.2, 4.3 Hz), 4.08 (2H, q, J=7.0 Hz), 1.13-1.24 (3H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633313B2
Source datasetuspto-grants-2014_01
ORD IDord-3d5d678a86c946b6b2555b791939f7f1
Source noteuspto-grants-2014_01