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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 235824Generated: October 26, 2026

Ethanol → N-(7-propargyloxy-1,8-naphthyridin-2-yl)-4-methoxybenzamide

https://huagongshe.com/reaction/235824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant4-Methoxybenzoic AcidHCID 7478—
Reactant2-Amino-7-propargyloxy-1,8-naphthyridineHCID 20217503—
SolventWaterHCID 962—
ProductN-(7-propargyloxy-1,8-naphthyridin-2-yl)-4-methoxybenzamideHCID 2021754260.4%

Reaction Conditions

Temperature4 °C

Reaction Steps

The procedure is similar to that described in Example 1, but starting with 4-methoxybenzoic acid (11.5 g), N,N'-carbonyldiimidazole (12 g) and 2-amino-7-propargyloxy-1,8-naphthyridine (10 g). The product produced by precipitation in water (15.3 g; m.p. 140° C.) is dissolved in boiling ethanol (190 cc). After 3 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with ethanol (3×20 cc) and dried at 50° C. under reduced pressure (0.067 kPa). N-(7-propargyloxy-1,8-naphthyridin-2-yl)-4-methoxybenzamide (10.1 g) is produced, m.p. 140° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04642308
Source datasetuspto-grants-1987_02
ORD IDord-a8e06522851f4bc198a52a45cdce1096
Source noteuspto-grants-1987_02