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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 501042Generated: October 25, 2026

Dichloromethane → 5-(5-Hydroxy-benzofuran-2-yl)-pyridine-2-carboxylic acid amide

https://huagongshe.com/reaction/501042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
Reactant5-(5-Methoxy-benzofuran-2-yl)-pyridine-2-carboxylic acid amideHCID 25014841—
SolventWaterHCID 962—
Product5-(5-Hydroxy-benzofuran-2-yl)-pyridine-2-carboxylic acid amideHCID 2501492637.5%

Reaction Steps

5-(5-Methoxy-benzofuran-2-yl)-pyridine-2-carboxylic acid amide (0.21 mmol) was mixed with CH2Cl2 (3 mL) at 0° C. under argon atmosphere. BBr3 (1M in CH2Cl2) (1.0 mL) was added dropwise and the mixture was stirred for 2 h at rt. The mixture was hydrolysed with H2O followed by NaHCO3 (sat. aq.). The resulting mixture was filtered, and the obtained precipitate was washed with H2O and EtOAc. The solid was dried at 40° C. for 15 h under vacuum to give the title compound (20 mg). 1H NMR δ ppm 9.08 (d, 1 H) 8.33 (dd, 1 H) 8.20 (br. s., 1 H) 7.97 (d, 1 H) 7.61 (br. s., 1 H) 7.54 (s, 1 H) 7.47 (d, 1 H) 7.02 (d, 1 H) 6.85 (none, 1 H); MS m/z 255 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772256B2
Source datasetuspto-grants-2010_08
ORD IDord-a98be02652e842e293c32253bd63e1a2
Source noteuspto-grants-2010_08