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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1824978Generated: October 31, 2026

Hydrochloric Acid → HCID 22144644, compound

https://huagongshe.com/reaction/1824978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-FluoroanilineHCID 9731—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-(2,4-difluorobenzyl)-5-nitro-1H-indole-2-carboxylic acidHCID 22144626—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 22144644HCID 22144644—

Reaction Steps

389 mg (1.17 mmol) of 1-(2,4-difluorobenzyl)-5-nitro-1H-indole-2-carboxylic acid from Example XXII, 336 mg (1.76 mmol) of N′-(3-dimethylaminopropyl)-N-ethyl-carbodiimide×HCl and 71.5 mg (0.59 mmol) of 4-dimethylaminopyridine are initially charged in 30 ml of a 10:1 dichloromethane:DMF mixture. 156 mg (0.13 ml, 1.40 mmol) of 4-fluoroaniline are added, and the mixture is stirred at RT for 4 hours. For work-up the mixture is diluted and extracted with aqueous hydrochloric acid and ethyl acetate. The organic phase is washed with sat. sodium chloride solution, dried with sodium sulphate, filtered and dried under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07045544B2
Source datasetuspto-grants-2006_05
ORD IDord-4ec4e65a7c4742b3ad3eb4f684c08bfd
Source noteuspto-grants-2006_05