Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 135714882 | HCID 135714882 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22048428 | HCID 22048428 | 52% |
Reaction Steps
To a stirred solution of 6-hydroxy-7-methoxy-1-(3-ethoxy-benzyl)-isoquinoline-4-carbaldehyde (90 mg, 0.255 mmol) in N,N-dimethylformamide (2 mL) was added potassium carbonate (234 mg, 2.55 mmol) and 2-bromoethanol (0.090 mL, 1.27 mmol) at room temperature. The reaction mixture was heated 85° C. for 2 hrs. The solvent was evaporated and the residue was purified on a flash chromatography (Merck Silica gel 60, 70–230 mesh, 50% ethyl acetate/hexane) to afford product 1-(3-ethoxy-benzyl)-6-(2-hydroxy-ethoxy)-7-methoxy-isoquinoline-4-carbaldehyde as a colorless oil (50 mg, 52% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07067529B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-120d5063b61e47e191b11b59cf53ef1a |
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| Source note | uspto-grants-2006_06 |
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