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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852219Generated: October 31, 2026

Cesium carbonate → 1-Chloro-4-cyclopropoxy-7-fluoroisoquinoline

https://huagongshe.com/reaction/1852219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBromocyclopropaneHCID 78037—
Reactant1-Chloro-7-fluoroisoquinolin-4-OLHCID 71742716—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-Chloro-4-cyclopropoxy-7-fluoroisoquinolineHCID 7174271720%

Reaction Conditions

Temperature145 °C

Reaction Steps

To a solution of 1-chloro-7-fluoroisoquinolin-4-ol (1 g, 5.06 mmol) in DMF (5 mL) was added Cs2CO3 (4.95 g, 15.18 mmol) followed by cyclopropyl bromide (1.2 mL, 15.18 mmol) at room temperature. The reaction vessel (Pressure tube) was sealed and heated at 145° C. for 18 h. The reaction mass was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and evaporated under reduced pressure to get crude compound. The crude compound was purified by silica gel chromatography to get desired compound (0.24 g, 20%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957203B2
Source datasetuspto-grants-2015_02
ORD IDord-90e4ba75d2634f249bc70efed15c7a96
Source noteuspto-grants-2015_02