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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192252Generated: October 30, 2026

Water → 3-bromo-1-(6-chloropyrimidin-4-yl)-6-(3-nitrophenyl)-1H-indole

https://huagongshe.com/reaction/2192252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4,6-DichloropyrimidineHCID 70943—
Reactant3-bromo-6-(3-nitrophenyl)-1H-indoleHCID 66954917—
SolventDimethylformamideHCID 6228—
Product3-bromo-1-(6-chloropyrimidin-4-yl)-6-(3-nitrophenyl)-1H-indoleHCID 5099154498.3%

Reaction Steps

Sodium hydride (60% in mineral oil, 114 mg, 2.84 mmol) was added to a mixture solution of 3-bromo-6-(3-nitrophenyl)-1H-indole (450 mg, 1.42 mmol) and 4,6-dichloropyrimidine (212 mg, 1.42 mmol) in anhydrous DMF (10 mL) at room temperature. After stirring at room temperature for 5 hours, followed by addition of ice, the mixture was added to icy water. After stirring at room temperature for 12 hours, the produced solid was filtered, washed with water, and then dried. The target compound (600 mg) was obtained as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329708B2
Source datasetuspto-grants-2012_12
ORD IDord-5850f35ed29f4cd5a3b87da642c154c7
Source noteuspto-grants-2012_12