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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696938Generated: November 1, 2026

Citric Acid → 7-Azetidin-1-yl-6-chloro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/1696938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 7-azetidin-1-yl-6-chloro-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylateHCID 67275173—
SolventMethanolHCID 887—
Product7-Azetidin-1-yl-6-chloro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acidHCID 10062174—

Reaction Steps

A suspension of EXAMPLE 81D (0.50 g) in methanol (100 mL) at reflux was treated with a 1M LiOH (50 mL), stirred for 3 hours then cooled, treated with 10% citric acid, and filtered. NMR (300 MHz, DMSO-d6) δ 8.67 (s, 1H), 8.13 (s, 1H), 4.28 (m, 4H), 2.28 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163769B2
Source datasetuspto-grants-2012_04
ORD IDord-efcb6b5d66dd4e0d824fd1ce41fb6ea4
Source noteuspto-grants-2012_04