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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561112Generated: November 1, 2026

Ammonia → HCID 59003015, compound

https://huagongshe.com/reaction/561112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
Reactant5-Amino-1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 10566894—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 59003015HCID 5900301597.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of 5-Amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (4.97 g, 16.0 mmol) in DMF (200 mL), triethylamine (3.35 mL, 24.0 mmol) and ethyl chloroformate (1.84 mL, 19.2 mmol) were added. After stirring at 0° C. for 2 h., 25% aq. NH3 (5 mL) was added and the mixture was stirred at room temperature for 3 h. The reaction mixture was poured into water (1.5 L) and the resulting precipitate was collected by filtration, washed with water and dried to give 5-amino-1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxamide (4.83 g, 97%) as a pale brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063221B2
Source datasetuspto-grants-2011_11
ORD IDord-50199a42d6154f019d7e71419073d900
Source noteuspto-grants-2011_11