Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Reactant | HCID 178486730 | HCID 178486730 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178486729 | HCID 178486729 | 81.3% |
Reaction Steps
A mixture of N-(2-dimethylaminoethyl)-N′-(2,6-dimethylphenyl)-N″-[7-(N-benzylmorpholin-3-ylmethoxy)-6-methoxyquinazolin-4-yl]guanidine (0.1 g), trifluoroacetic acid (0.091 ml), 10% palladium on carbon catalyst (0.03 g) and ethanol (12 ml) was stirred under an atmosphere pressure of hydrogen for 18 hours. The reaction was filtered and the filtrate was evaporated. The resulting gum was triturated under diethyl ether to give a solid which was dissolved in methylene chloride. The solution was washed with cooled 1N aqueous sodium hydroxide solution and with water. The organic solution was dried over magnesium sulphate and evaporated. There was thus obtained the title compound (0.069 g): NMR Spectrum: (CDCl3) 2.1 (s, 6H), 2.26 (s, 6H), 2.39 (m, 2H), 2.9 (m, 2H), 3.36 (m, 2H), 3.55 (m, 3H), 3.78 (d, 2H), 3.80–4.08 (m, 5H), 4.79 (s, 1H), 7.1 (s, 4H), 7.85 (s, 1H), 8.47 (s, 1H), 12.5 (s, 1H); Mass Spectrum: M+H+ 508.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07001904B1 |
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| Source dataset | uspto-grants-2006_02 |
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| ORD ID | ord-da58179a0fb24baa95814aa2b136c809 |
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| Source note | uspto-grants-2006_02 |
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