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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1066780Generated: October 30, 2026

3-Bromo-4-methoxybenzoyl chloride → N-(6-Methyl-5,6,7,8-tetrahydro[1,6]naphthyridin-3-yl)-3-bromo-4-methoxybenzamide, monohydrochloride

https://huagongshe.com/reaction/1066780

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromo-4-methoxybenzoyl chlorideHCID 2769619—
Reactant3-Amino-5,6,7,8-tetrahydro-6-methyl-1,6-naphthyridineHCID 11744958—
SolventTetrahydrofuranHCID 8028—
ProductN-(6-Methyl-5,6,7,8-tetrahydro[1,6]naphthyridin-3-yl)-3-bromo-4-methoxybenzamide, monohydrochlorideHCID 9866392—

Reaction Steps

3-Amino-6-methyl-5,6,7,8-tetrahydro[1,6]naphthyridine (300 mg; 1.84 mmol) was dissolved in dry tetrahydrofuran (10 ml) under argon and treated with a solution of 3-bromo-4-methoxybenzoyl chloride (459 mg; 1.84 mmol) in dry tetrahydrofuran (10 ml). The mixture was stirred at ambient temperatures for 18 h and the product (720 mg; 95%) collected by filtration washed with tetrahydrofuran and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06245778B1
Source datasetuspto-grants-2001_06
ORD IDord-39e8ab364b194115b701feaf65e42afb
Source noteuspto-grants-2001_06