Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67277944 | HCID 67277944 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67278509 | HCID 67278509 | 98% |
Reaction Steps
170 mg of 6-tert-butyloxy-9-[5-(2,2-difluoro-5H-[1,3]dioxolo[4′,5′:4,5]benzo[1,2-d]imidazol-6-ylsulfanyl)-furan-2-yl]-8-oxo-2,4,5,7,8,9-hexahydro-pyrrolo[3,4-b]-1,7-naphthyridine-3-carboxylic acid ethyl ester (example 140) are dissolved in 10 ml of dioxane and combined with 0.94 ml of 4N HCl in dioxane. The reaction mixture is stirred for 16 hours at room temperature. The formed insoluble material is collected by filtration, washed with dioxane (10 ml), diisopropyl ether (10 ml) and pentane (10 ml) and dried under vacuum to yield 150 mg of 9-[5-(2,2-difluoro-5H-[1,3]dioxolo[4′,5′:4,5]benzo[1,2-d]imidazol-6-ylsulfanyl)-furan-2-yl]-8-oxo-4,5,6,7,8,9-hexahydro-2H-pyrrolo[3,4-b]-1,7-naphthyridine-3-carboxylic acid ethyl ester hydrochloride. Yield=98%. Analytical LC/MS (method B): m/z=554 (negative ion mode [M−H]−), m/z=556 (positive ion mode [M+H]+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163768B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-ad38ee21c3bd49ab971f584614ae0f8e |
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| Source note | uspto-grants-2012_04 |
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