Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HCID 69230623 | HCID 69230623 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 71029076 | HCID 71029076 | 36% |
Reaction Steps
A mixture of 6-{[1-(N-(2-chloroethyl)carbamoyl)piperidin-4-yl]oxy}-4-(3-chloro-2-fluoroanilino)-7-methoxyquinazoline (204 mg, 0.4 mmol), pyrrolidine (0.14 ml, 1.6 mmol) and potassium iodide (134 mg, 0.8 mmol) in dimethylacetamide (3 ml) was heated at 80° C. for 4 hours. After cooling and evaporation of the solvents under vacuum, the residue was partitioned in water, dichloromethane and extracted with dichloromethane. The organic layer was washed with water and brine, and dried over magnesium sulfate. After evaporation of the solvents under vacuum, the residue was purified by chromatography on silica gel (eluant: 3% to 4% 7N methanolic ammonia in dichloromethane) to give the title compound as a white solid (77 mg, 36%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318752B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-b6635f996c684ffd841ead5978931300 |
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| Source note | uspto-grants-2012_11 |
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