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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909905Generated: November 1, 2026

Citric Acid → HCID 58306856, compound

https://huagongshe.com/reaction/1909905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTert-butylcarbamateHCID 21252905—
ReactantHCID 58307094HCID 58307094—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 58306856HCID 5830685696.5%

Reaction Steps

To a mixture of 4-amino-3-bromo-5-ethynylbenzonitrile (0.57 g) and 1-methyl-2-pyrrolidinone (12 mL) was added tert-butylcarbamate (0.57 g) under ice-cooling, followed by stirring at room temperature for 24 hours. To the reaction mixture was added a 10% aqueous citric acid solution under ice-cooling, followed by extraction with ethyl acetate. The organic layer was washed with water, a saturated aqueous sodium hydrogen carbonate solution, water, and saturated brine, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under reduced pressure to obtain 7-bromo-1H-indole-5-carbonitrile (0.55 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598355B2
Source datasetuspto-grants-2013_12
ORD IDord-44e17cbf87c3412f95f762ac29c88cdb
Source noteuspto-grants-2013_12