HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924448Generated: November 1, 2026
Selectfluor → N-[4-[(1E)-2-[3-(1,1-Dimethylethyl)-5-(5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-2-methoxyphenyl]ethenyl]phenyl]methanesulfonamide
https://huagongshe.com/reaction/1924448
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Selectfluor | HCID 2724933 | — |
| Reactant | ABT-072 | HCID 57775240 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-[4-[(1E)-2-[3-(1,1-Dimethylethyl)-5-(5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-2-methoxyphenyl]ethenyl]phenyl]methanesulfonamide | HCID 25234725 | 29% |
Reaction Steps
The fluorination procedure was performed as described in Lal, G S, et al. J. Org Chem., 60:7340-7342 (1995). The product from Example 13A, Part B (0.42 g, 1.26 mmol) and Selectfluor™ (0.672 g, 1.9 mmol) were combined in a mixture of acetonitrile (8 mL) and methanol (1 mL) and heated at 90° C. under N2 for 5 h. The solution was diluted with water, extracted into ethyl acetate, washed with sodium bicarbonate solution, concentrated and purified by column chromatography on silica gel to give the title compound (0.138 g, 29%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178548B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-910de7826eca4e9b835b8d178d9f238d |
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| Source note | uspto-grants-2012_05 |
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