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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1091870Generated: October 25, 2026

Acetic Acid → N9-(3,5-dichloro-4-pyridyl)-6-difluoromethoxybenzo[4,5]furo[3,2-c]pyridine-9-carboxamide

https://huagongshe.com/reaction/1091870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium hydrideHCID 24758—
Reactant4-Amino-3,5-dichloropyridineHCID 89888—
Reactant4-Nitrophenyl 6-difluoromethyloxybenzo[4,5]furo[3,2-c]pyridine-9-carboxylateHCID 59396153—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN9-(3,5-dichloro-4-pyridyl)-6-difluoromethoxybenzo[4,5]furo[3,2-c]pyridine-9-carboxamideHCID 1154633442.4%

Reaction Steps

To a well stirred solution of 4-Nitrophenyl 6-difluoromethyloxybenzo[4,5]furo[3,2-c]pyridine-9-carboxylate (6.0 mg, 0.015 moles) and 4-amino-3,5-dichloropyridine (4.9 mg, 0.030 moles) in DMF (50.0 mL) was added sodium hydride (60% dispersion in mineral oil) (900 mg, 0.0225 moles) at −5° C. and stirred for 30-40 minutes. Excess of DMF was removed under reduce pressure, the residue obtained was diluted with water (500 mL) and acidified to pH 5-6 with acetic acid. The solid obtained was filtered, washed with water and dried to afford crude product (5.6 g). Purification thorough silica gel column using 25 Methanol in chloroform as eluent gave 2.7 g product as off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129401B2
Source datasetuspto-grants-2012_03
ORD IDord-a15b8eda8a524072a42c1bfb5893cd78
Source noteuspto-grants-2012_03