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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 518286Generated: November 1, 2026

Bromine → 4-Bromo-2-methyl-1,2-dihydro-2,7-naphthyridin-1-one

https://huagongshe.com/reaction/518286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
Reactant2-Methyl-2,7-naphthyridin-1-oneHCID 89870350—
SolventAcetic AcidHCID 176—
Product4-Bromo-2-methyl-1,2-dihydro-2,7-naphthyridin-1-oneHCID 11802208327.4%

Reaction Conditions

Temperature15 °C

Reaction Steps

Bromine (1.1 g, 6.87 mmol) in acetic acid (10 mL) was added dropwise to 2-methyl-2,7-naphthyridin-1-one (1.1 g, 6.87 mmol) in acetic acid (60 mL) at 10-15° C. After stirring at 15° C. for 1 h, the mixture was concentrated under vacuum. Purification by silica gel chromatography (DCM: MeOH=50:1 to 10:1) gave the title compound (0.45 g, 27.4%) as a yellow solid. 1H NMR (CDCl3, 400 MHz) δ 9.61 (1H, s), 8.86-8.85 (1H, d, J=5.6 Hz), 7.62-7.60 (1H, d, J=5.6 Hz), 7.56 (1H, s), 3.63 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115114B2
Source datasetuspto-grants-2015_08
ORD IDord-ec687e60033d454a8a9b01b2af2a9d8c
Source noteuspto-grants-2015_08