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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402523Generated: October 26, 2026

Sodium hydride → 1-Benzyloxy-7-chloro-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-isoquinoline

https://huagongshe.com/reaction/402523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDimethylacetamideHCID 31374—
Reactant1-Benzyloxy-7-chloro-6-fluoro-isoquinolineHCID 59818252—
ReactantHCID 86623504HCID 86623504—
Product1-Benzyloxy-7-chloro-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-isoquinolineHCID 59818263—

Reaction Steps

1.26 g (8.34 mmol) of dioxa-spiro[4.5]decan-8-ol were dissolved in 50 ml of dimethyl acetamide and 695.2 mg (17.4 mmol) of sodium hydride (60%) were added. After stirring for 30 minutes at room temperature a solution of 2.0 g (6.95 mmol) of 1-benzyloxy-7-chloro-6-fluoro-isoquinoline (11) in 50 ml of dimethyl acetamide was added and stirring was continued at room temperature. After 1 h the solvent was removed under reduced pressure. The residue was dissolved in dichloromethane and washed with water. The organic layer was dried with magnesium sulfate and evaporated, which gave 3.30 g of the crude product, which was used without further purification. Rt=2.05 min (Method C). Detected mass: 426.5 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742116B2
Source datasetuspto-grants-2014_06
ORD IDord-7ab359a7fa37474181c14e7573f67415
Source noteuspto-grants-2014_06