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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1178437Generated: October 26, 2026

Triethylamine → N-(6-fluoro-1,2,3,4-tetrahydroquinolin-3-yl)-6H-thieno[2,3-b]pyrrole-5-carboxamide

https://huagongshe.com/reaction/1178437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-Chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acidHCID 10442820—
Reactant3-amino-6-fluoro-3,4-dihydro-2(1H)-quinolinone monohydrochlorideHCID 12761411—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-(6-fluoro-1,2,3,4-tetrahydroquinolin-3-yl)-6H-thieno[2,3-b]pyrrole-5-carboxamideHCID 2190682484%

Reaction Steps

Et3N (184 μL, 1.32 mmol), HOBT (89 mg, 0.66 mmol), 3-amino-6-fluoro-3,4-dihydro-2(1H)-quinolinone monohydrochloride (CAS Reg. No: 82420-54-0) (143 mg, 0.66 mmol), and EDAC (127 mg, 0.66 mmol) were added to a solution of 2-chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acid (133 mg, 0.66 mmol) in anhydrous DMF (3.5 mL). The reaction was stirred at ambient temperature for approximately 16 h, and then poured into water (50 mL). This was stirred vigorously for about 10 mins. and filtered. The collected precipitate was washed with water and dried in vacuum at 40° C., to give the title compound (203 mg, 84%) as an amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07276517B2
Source datasetuspto-grants-2007_10
ORD IDord-9474ca54d041461ea6860a8f3fb192b6
Source noteuspto-grants-2007_10