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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69446Generated: October 29, 2026

Cesium carbonate → 7-[4-(6-cyclopropylmethoxy-1-oxo-1H-isoquinolin-2-yl)-2-fluorophenyl]-2,7-diaza-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/69446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantBromomethylcyclopropaneHCID 81503—
ReactantHCID 68991198HCID 68991198—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product7-[4-(6-cyclopropylmethoxy-1-oxo-1H-isoquinolin-2-yl)-2-fluorophenyl]-2,7-diaza-spiro[4.4]nonane-2-carboxylic acid tert-butyl esterHCID 68991585—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 7-[2-fluoro-4-(6-hydroxy-1-oxo-1H-isoquinolin-2-yl)-phenyl]-2,7-diaza-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester (250 mg), bromomethyl-cyclopropane (70 mg), cesium carbonate (170 mg) and NMP (5 mL) was heated for 4 hours at 60° C. The cooled reaction mixture was distributed between ethyl acetate and water. The organic phase was dried over magnesium sulfate and concentrated. The raw product was purified by preparative HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822495B2
Source datasetuspto-grants-2014_09
ORD IDord-d747d454e7e14b3c817af86d040ab60b
Source noteuspto-grants-2014_09