Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 21717194 | HCID 21717194 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 21717207 | HCID 21717207 | 113.7% |
Reaction Steps
2M Hydrochloric acid (1.5 ml, 3 mmol) was added to a solution of 4-(1-diethoxymethyloxindol-3-yl)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazoline (151 mg, 0.29 mmol), (prepared as described in Example 24), in ethanol (15 ml) at 80° C. and the mixture was stirred at 80° C. for 1.5 hours. The reaction mixture was allowed to cool, the solvent was removed by evaporation and the residue was purified by reverse phase C18 chromatography eluting with a gradient of acetonitrile in water (0-40%). The acetonitrile was removed by evaporation from the fractions containing product and concentrated hydrochloric acid (0.1 ml) was added to the aqueous phase. The solution was freeze dried to give 6-methoxy4-(oxindol-3-yl)-7-(3-(pyrrolidin-1-yl)propoxy)quinazoline hydrochloride (150 mg, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06265411B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-26de0844faaa45ba81a767445cd46110 |
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| Source note | uspto-grants-2001_07 |
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