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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2060854Generated: November 4, 2026

Sodium hydride → 4-(4-Formylisoquinolin-1-yloxy)benzamide

https://huagongshe.com/reaction/2060854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-HydroxybenzamideHCID 65052—
Reactant1-Chloroisoquinoline-4-carbaldehydeHCID 18007734—
SolventDimethylformamideHCID 6228—
Product4-(4-Formylisoquinolin-1-yloxy)benzamideHCID 59401297—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 4-hydroxybenzamide (0.96 g, 7.0 mmol) in DMF (15 mL) at rt was added sodium hydride (0.28 g, 7.0 mmol). After 1 h, 1-chloro-isoquinoline-4-carbaldehyde (WO01/53274, 1.34 g, 7.0 mmol) was added and the reaction heated at 120° C. for 16 h. The solvent was removed in vacuo and the residue washed with water (100 mL), ether (50 mL) and MeCN (50 mL) to give the title compound: RT=3.13 min; m/z (ES+)=292.9 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278442B2
Source datasetuspto-grants-2012_10
ORD IDord-62eb1e05bd5a4119914a132344f90a2e
Source noteuspto-grants-2012_10