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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 235821Generated: October 28, 2026

3-Methoxybenzoic Acid → N-(7-methoxy-1,8-naphthyridin-2-yl)-3-methoxybenzamide

https://huagongshe.com/reaction/235821

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methoxybenzoic AcidHCID 11461—
Reactant7-methoxy-1,8-Naphthyridin-2-amineHCID 21793027—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductN-(7-methoxy-1,8-naphthyridin-2-yl)-3-methoxybenzamideHCID 2021750070.4%

Reaction Conditions

Temperature4 °C

Reaction Steps

The procedure is similar to that described in Example 1, but starting with 3-methoxybenzoic acid (9.1 g), N,N'-carbonyldiimidazole (9.7 g) and 2-amino-7-methoxy-1,8-naphthyridine (7 g). The product produced by precipitation in water (13 g; m.p. approximately 75° C.) is dissolved in 90 cc of boiling acetonitrile. After 3 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetonitrile (3×10 cc) and dried at 50° C. under reduced pressure (0.067 kPa). N-(7-methoxy-1,8-naphthyridin-2-yl)-3-methoxybenzamide (8.7 g) is produced, m.p. 135° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04642308
Source datasetuspto-grants-1987_02
ORD IDord-afdf05b3660c40568dffc0b8ee8ae755
Source noteuspto-grants-1987_02