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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370995Generated: October 31, 2026

Water → HCID 67109190, compound

https://huagongshe.com/reaction/2370995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant1,3-Bis(4-cyanophenyl)propaneHCID 70872—
ReactantHCID 67109249HCID 67109249—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 67109190HCID 6710919087.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

NaH (18.35 mg, 0.76 mmol) was stirred in dry THF (1 ml) at 0° C. and 2-bromo-3-(4-methoxyphenyl)-1H-indole (210 mg, 0.69 mmol) dissolved in dry THF (4.5 ml) was added dropwise. The mixture was stirred at 0° C. for 5 min and then 2,2-bis-(4-cyanatophenyl)propane (251 mg, 0.90 mmol) dissolved in dry THF (4.5 ml) was added dropwise. Water was added and this mixture was stirred for 30 min Brine was added and the aqueous mixture was extracted with DCM. The solvent was concentrated and the crude product was purified on silica (EtOAc/n-Heptane 1:4). 198 mg 2-bromo-3-(4-methoxyphenyl)-1H-indole-1-carbonitrile was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710243B2
Source datasetuspto-grants-2014_04
ORD IDord-b3620576353e4d5fa0ced287d5659091
Source noteuspto-grants-2014_04