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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415942Generated: October 27, 2026

Dimethylformamide → Diisopropyl Ether

https://huagongshe.com/reaction/1415942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropyl EtherHCID 7914—
Reactant4-HydroxypyrrolidineHCID 98210—
Reactant1-(3-Amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acidHCID 11089970—
SolventTriethylamineHCID 8471—
ProductDiisopropyl EtherHCID 7914—
Product1-(3-Amino-4,6-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-hydroxypyrrolidin-1-yl)-4-oxo-1,8-naphthyridine-3-carboxylic acidHCID 54250898—

Reaction Conditions

Temperature70 °C

Reaction Steps

To 550 mg of N,N-dimethylformamide were added 150 mg of 1-(3-amino-4,6-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid, 100 mg of 3-hydroxypyrrolidine, and 100 mg of triethylamine. The solution was stirred at 70° C. for 30 minutes. The reaction solution was combined with 8 ml of diisopropyl ether, stirred, and allowed to stand. The supernatant was removed by decantation. To the remainder was added 2 ml of ethanol. The precipitate was collected by filtration and washed with ethanol and then with diisopropyl ether to give 156 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05910498
Source datasetuspto-grants-1999_06
ORD IDord-6566febd02394987a82f9a7e0a2de1a9
Source noteuspto-grants-1999_06