Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86641343 | HCID 86641343 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67280836 | HCID 67280836 | 89% |
Reaction Steps
A mixture composed of the above methyl {4-[bis(tert-butoxycarbonyl)amino]-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-8-yl}acetate (69 mg), methanol (2 ml) and a 1 N sodium hydroxide solution (0.22 ml) was stirred at room temperature for 16 hours. A 1 N sodium hydroxide solution (0.5 ml) was added, followed by stirring for three hours. Then, a 1 N sodium hydroxide solution (0.3 ml) was further added, followed by stirring for three hours. A 1 N hydrochloric acid solution (1.5 ml) was added dropwise to the reaction mixture. Then, water was added, followed by extraction with ethyl acetate. The organic layer was dried over sodium sulfate and filtered. Then, the filtrate was concentrated under reduced pressure. An oil (60 mg, 89%) was obtained as a residue. Although the product contained a by-product, it was directly used for the next reaction without further purification.
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-1faece0e25e84e0e9278984c04fb8448 |
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| Source note | uspto-grants-2012_04 |
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