Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 86641347 | HCID 86641347 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67280046 | HCID 67280046 | 69.2% |
Reaction Steps
Trifluoroacetic acid (0.5 ml) was added to a mixture composed of the above tert-butyl {8-(2-aminoethyl)-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-4-yl}carbamate (17 mg) and dichloromethane (2 ml), and then the mixture was stirred at room temperature for six hours. The solvent in the reaction mixture was evaporated, and a 0.2 N sodium hydroxide solution was added to the resulting residue, followed by extraction with chloroform. The organic layer was dried over sodium sulfate and filtered, and then the solvent in the filtrate was evaporated under reduced pressure. The resulting residue was purified by NH silica gel column chromatography (chloroform-methanol) to obtain an oil. The oil was dissolved in dioxane (0.5 ml), followed by lyophilization to obtain the title compound (9.4 mg) as an amorphous.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158638B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-a65fb982c601426da764565c136c251f |
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| Source note | uspto-grants-2012_04 |
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