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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564186Generated: October 30, 2026

Cesium carbonate → 7-[2-(4-Benzyloxy-6-oxo-6H-pyridazin-1-yl)-ethyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic Acid Tert-Butyl Ester

https://huagongshe.com/reaction/564186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant7-(2-iodoethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl esterHCID 58042851—
Reactant5-(benzyloxy)pyridazin-3(2H)-oneHCID 59822107—
SolventDimethylformamideHCID 6228—
Product7-[2-(4-Benzyloxy-6-oxo-6H-pyridazin-1-yl)-ethyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic Acid Tert-Butyl EsterHCID 67006922—

Reaction Steps

To 245 mg (1.21 mmol) 5-benzyloxy-2H-pyridazin-3-one (preparation 5c) in 1.2 mL DMF is added 791 mg (2.43 mmol) cesium carbonate and after 15 min 470 mg (1.21 mmol) 7-(2-iodoethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (preparation 8). The reaction mixture is stirred overnight at RT and the precipitate is removed by filtration. The solvent is evaporated, the residue is dissolved in DMF and purified via reverse HPLC chromatography (Waters symmetry, C18; water (0.15% formic acid)/acetonitrile 95:5 to 10:90).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067590B2
Source datasetuspto-grants-2011_11
ORD IDord-4658ae456c5c42aba38cfd9a9799c37f
Source noteuspto-grants-2011_11