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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272596Generated: November 2, 2026

Water → N-(3-{[(4-cyanophenyl)carbonyl]amino}-2-methylpropyl)-9-ethyl-9H-carbazole-3-carboxamide

https://huagongshe.com/reaction/2272596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant9-Ethyl-9H-carbazole-3-carboxylic acidHCID 4912869—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 86729754HCID 86729754—
SolventDimethylformamideHCID 6228—
ProductN-(3-{[(4-cyanophenyl)carbonyl]amino}-2-methylpropyl)-9-ethyl-9H-carbazole-3-carboxamideHCID 8672975550.1%

Reaction Steps

A solution of the compound obtained in Step 2 (198 mg, 0.91 mmol), 9-ethyl-9H-carbazole-3-carboxylic acid (218 mg, 0.91 mmol), HATU (450 mg, 1.18 mmol) and TEA (0.381 mL, 2.73 mmol) in DMF (4.5 mL) was stirred at room temperature for 16 hr. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 20 to 100% ethyl acetate/hexane) to give the title compound (200 mg, 0.456 mmol, 50.0%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120776B2
Source datasetuspto-grants-2015_09
ORD IDord-1ad407d7127d449391d9c4f71056573e
Source noteuspto-grants-2015_09