Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 22048353 | HCID 22048353 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22048373 | HCID 22048373 | 100% |
Reaction Steps
The above 1-(3-methoxybenzyl)-4-hydroxymethyl-6,7-dimethoxyisoquinoline (339 mg, 1.0 mmol) was dissolved in 5 ml of methylene chloride. Then at −30° C., triethylamine (160 ul, 1.10 eq) and methanesulfonyl chloride (85 ul, 1.10 eq) was added. The mixture was stirred at −30° C. for 30 minutes and then at room temperature overnight. The mixture was extracted with methylene chloride and water. After evaporation of solvents, a solid was obtained to give 1-(3-methoxybenzyl)-4-chloromethyl-6,7-dimethoxyisoquinoline (361 mg, 100%). ES-MS calculated for C20H20O3NCl (m/e) 357.39, observed 358.5 (M+1).
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-41126df92df34a8fb2edfdc6af9af7cd |
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| Source note | uspto-grants-2006_06 |
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