Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | HCID 70979820 | HCID 70979820 | — |
| Catalyst | Silver trifluoroacetate | HCID 76299 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71240245 | HCID 71240245 | 81.6% |
Reaction Steps
5-(2-Amino-pyrimidin-4-yl)-2-(5-chloro-2-methyl-phenyl)-1H-pyrrole-3-carboxylic acid (0.70 g, 2.13 mmol) and Iodine (1.134 g, 4.47 mmol) in dry DMF (5 mL), under a nitrogen atmosphere, were stirred at −40° C. (internal temperature) and treated drop wise with silver trifluoroacetate (0.987 g, 4.47 mmol) in DMF (5 mL). The mixture was stirred at −40° C. for 7 h and then filtered over a short plug of celite. The panel was washed with DMF (5 mL) and the filtrate was collected in a flask containing 10% Na2S2O3 (50 mL). Precipitation of a pale yellow solid occurred. Dilution with water (50 mL) and filtration of the solid afforded 0.79 g of crude product, which was reacted in the next step with no further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912200B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-2f4569d0c97d463fbb33c0196e8c3bac |
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| Source note | uspto-grants-2014_12 |
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