Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloroethyldiisopropylammonium chloride | HCID 77942 | — |
| Reactant | HCID 178513550 | HCID 178513550 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21192546 | HCID 21192546 | — |
Reaction Steps
A solution of N-(4-chlorobenzyl-4-hydroxy-6-(3-hydroxy-1-propynyl)-3-quinolinecarboxamide from Preparation No. 5 (0.515 g) is dissolved in DMF (10 mL), and K2CO3 (0.778 g) and diisoproplyaminoethyl chloride-hydrochloride (0.56 g) are added. The reaction mixture is heated to 95° C. for 14 h, then allowed to stir at room temperature overnight. The mixture is then poured into H2O and an oil formed, which is isolated by decanting the liquid. The oil is dissolved in MeOH/CH2Cl2, and etheral HCl is added to adjust the pH to 2. The mixture is concentrated in vacuo to give the title compound as the hydrochloride salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06248739B1 |
|---|
| Source dataset | uspto-grants-2001_06 |
|---|
| ORD ID | ord-805ea6fc2fd9447aadc91b510c25b6a3 |
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| Source note | uspto-grants-2001_06 |
|---|
