Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | 1-Fluoro-2,4,6-trimethylpyridinium Trifluoromethanesulfonate [Fluorinating Reagent] | HCID 2724575 | — |
| Reactant | HCID 72206099 | HCID 72206099 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 72205539 | HCID 72205539 | — |
Reaction Steps
1-Fluoro-2,4,6-trimethyl-pyridinium triflate (0.902 mmol) was added to a solution of 5-(5-chloro-2-methyl-phenyl)-6-(4-chloro-phenyl)-1-isopropyl-2-(2-methoxy-phenyl)-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one (Example 9) (0.301 mmol) in 1,2-dichloroethane (4 mL) and then the mixture was heated to 80° C. in the dark. After 16 h, the reaction mixture was cooled to rt, poured into a 2% aqueous solution of sodium sulfite and extracted with EtOAc (2×). The combined organic layers were successively washed with 1M aqueous citric acid, 1M aqueous NaHCO3 and brine, dried (Na2SO4), filtered and concentrated. The residue was purified using a RediSep® silica gel column to afford the title compound as a beige foam. ESI-MS: tR=1.40 min, [M]+523/525 (LC-MS 1); TLC: Rf=0.25 (1:2 EtOAc/heptanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365576B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-d79355ee5d6642c3bce88dc1d6dc6344 |
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| Source note | uspto-grants-2016_06 |
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