Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HCID 22939340 | HCID 22939340 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59750447 | HCID 59750447 | 11.7% |
Reaction Steps
N,N′-carbonyldiimidazole (445 mg, 2.7 mmol) was added to a mixture of 4-oxo-2-(2-pyridyl)-4H-1,3-benzothiazine-7-carboxylic acid (600 mg, 2.1 mmol) and tetrahydrofuran (20 ml), and the mixture was stirred at 60° C. for 2 hrs. Successively, pyrrolidine (300 mg, 4.2 mmol) was added to the reaction mixture, and the mixture was stirred at 60° C. for 1 hr. The solvent was evaporated, and the residue was subjected to a silica gel column chromatography. The fractions eluted with ethyl acetate were collected, concentrated and recrystallized from hexane-tetrahydrofuran to give the titled compound (83 mg, 11%) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07399759B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-d00616aa95f0410dbb2985a45326ac96 |
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| Source note | uspto-grants-2008_07 |
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