Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | HCID 42637792 | HCID 42637792 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 42637659 | HCID 42637659 | 47% |
Reaction Steps
To a solution containing the product from Example 12A (1.2 g, 1.4 mmol), molecular sieves (4 Å, 6.0 g), and phosphoric acid (0.85 g) in DMF (28 mL) at 0° C. was added N-iodosuccinimide (0.406 g), and the mixture was stirred at 0° C. for 1 hour. To the cold reaction was added 10% Na2CO3 to adjust the pH to 9, and the mixture was diluted with methanol and filtered. The filtrate was treated with 1 M Na2S2O3 until it was clear, diluted with methanol and filtered again. The solvent was evaporated, and the crude product was purified by HPLC on a C18 column, eluting with a gradient starting with water and ending with methanol to give the title compound (0.605 g, 47% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08426388B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-b0ace00a70cf40db9ee37e6da58ebf37 |
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| Source note | uspto-grants-2013_04 |
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