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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354610Generated: November 2, 2026

Hydrochloric Acid → 3-(6-Bromo-4-methyl-1H-benzimidazol-2-yl)-4-chloro-1H-pyridin-2-one

https://huagongshe.com/reaction/1354610

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant6-Bromo-2-(4-iodo-2-methoxy-pyridin-3-yl)-4-methyl-1H-benzimidazoleHCID 22021343—
Solvent1,4-DioxaneHCID 31275—
Product3-(6-Bromo-4-methyl-1H-benzimidazol-2-yl)-4-chloro-1H-pyridin-2-oneHCID 135681644100%

Reaction Conditions

Temperature80 °C

Reaction Steps

The suspension of 6-bromo-2-(4-iodo-2-methoxy-pyridin-3-yl)-4-methyl-1H-benzimidazole (4 g, 9.03 mmol) and 60 mL of 4 M HCl in dioxane was heated to 80° C. for 6 h and cooled to room temperature. The precipitate was filtered and dried to yield the title compound (3.0 g, 100%) as a brown powder. The crude product was used for the next step without purification. 1H NMR (300 MHz, CD3OD) δ 7.55 (1H, s), 7.42 (1H, d, J=6.0 Hz), 7.17 (1H, s), 6.91 (1H, d, J=6.0 Hz), 2.55 (3H, s). LC MS (M+H)+ m/z 338 (t=1.33 min.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223757B2
Source datasetuspto-grants-2007_05
ORD IDord-3f8329231d804a819f924b46b0f10089
Source noteuspto-grants-2007_05