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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852244Generated: October 31, 2026

Sodium Carbonate → HCID 86683268, compound

https://huagongshe.com/reaction/1852244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,2-Difluoroethyl trifluoromethanesulfonateHCID 2774089—
ReactantHCID 71742714HCID 71742714—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86683268HCID 8668326816.3%

Reaction Steps

To a solution of 1-chloro-6-methoxy-4-(piperazin-1-yl)isoquinoline (0.2 g, 0.720 mmol) in DMF (5 ml) was added 2,2-Difluoroethyl trifluoromethanesulfonate (0.154 g, 0.720 mmol) followed by sodium carbonate (0.114 g, 1.080 mmol). The reaction mass was stirred until judged complete. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated to get crude compound. The crude compound was purified by silica gel chromatography (10% ethyl acetate in pet ether) to get desired compound (0.04 g, 15.93%) as semi solid. 1H NMR (400 MHz, DMSO-d6): δ ppm 8.18-8.15 (d, J=12 Hz, 1H), 7.93 (s, 1H), 7.45-7.42 (d, J=12 Hz, 1H), 7.37 (s, 1H), 6.36-5.76 (tf, 1H), 3.97 (s, 3H), 3.10 (m, 4H), 2.84 (m, 4H); 19F NMR: δ ppm −118.59 (1F); MS: MS m/z 342.19 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957203B2
Source datasetuspto-grants-2015_02
ORD IDord-f3fe085a3dca4bc581c59676ffa67b1f
Source noteuspto-grants-2015_02