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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580455Generated: October 30, 2026

Water → HCID 13983473, compound

https://huagongshe.com/reaction/580455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 13983460HCID 13983460—
SolventTrifluoroacetic acidHCID 6422—
ProductHCID 13983473HCID 1398347355.9%

Reaction Conditions

Temperature4 °C

Reaction Steps

A solution of N-{7-[2-(N-Methyl-N-tert-butoxycarbonylamino)ethoxy]-1,8-naphthyridin-2-yl}-4-methoxybenzamide (20 g) in trifluoroacetic acid (60 cc) is stirred for 1 hour at a temperature in the region of 20° C. The reaction mixture is poured into water (100 cc) and neutralized with 4N sodium hydroxide (180 cc). The insoluble product obtained is separated by filtration, washed with water and dried in the air, and is then dissolved in boiling acetonitrile (250 cc). After 2 hours' cooling at 4° C., the crystallized solid is separated by filtration, washed with acetonitrile (3×20 cc) and dried at 50° C. under reduced pressure (0.07 kPa). N-[7-(2-Methylaminoethoxy)-1,8-naphthyridin-2-yl]-4-methoxybenzamide (8.7 g), m.p. 146° C., is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04753933
Source datasetuspto-grants-1988_06
ORD IDord-bbc89fb3ce314ed8a2a8b5ab56da1964
Source noteuspto-grants-1988_06