HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 1-Benzyloxy-7-chloro-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-isoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 1-Benzyloxy-7-chloro-6-fluoro-isoquinoline | HCID 59818252 | — |
| Reactant | HCID 86623504 | HCID 86623504 | — |
| Product | 1-Benzyloxy-7-chloro-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-isoquinoline | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742116B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-7ab359a7fa37474181c14e7573f67415 |
| Source note | uspto-grants-2014_06 |