HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Isoquinoline, 7-(chloromethyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Ethyl isoquinoline-7-carboxylate | HCID 22632542 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Isoquinoline, 7-(chloromethyl)- | HCID 22632426 | — |
Reaction Steps
196 mg (0.97 mmol) of 7-ethoxycarbonylisoquinoline obtained in step 1 was dissolved in 15 ml of ethanol. 110 mg (2.9 mmol) of lithium aluminum hydride was added to the solution under cooling with ice, and they were stirred at room temperature for 2 hours. Water was added to the reaction mixture and they were stirred for 2 hours. The reaction solution was filtered, and the filtrate was concentrated. The obtained oily product was dissolved in 10 ml of dichloromethane. 0.26 ml (1.9 mmol) of triethylamine and 0.1 ml (1.3 mmol) of methanesulfonyl chloride were added to the obtained solution, and they were stirred overnight. After the treatment with dichloromethane as the extracting solvent by an ordinary method, the crude product was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06825191B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-134fd3e6364043be9145b1d300494c31 |
| Source note | uspto-grants-2004_11 |