HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895767Generated: October 30, 2026
Tetrahydrofuran → N-[3-formyl-2-[(2-naphthyloxy)methyl]-1-(4-oxo-4-{[(trifluoromethyl)sulfonyl]amino}butyl)-1H-indol-5-yl]cyclopentanecarboxamide
https://huagongshe.com/reaction/895767
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Trifluoromethylsulfonamide | HCID 79001 | — |
| Reactant | HCID 9913828 | HCID 9913828 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | N-[3-formyl-2-[(2-naphthyloxy)methyl]-1-(4-oxo-4-{[(trifluoromethyl)sulfonyl]amino}butyl)-1H-indol-5-yl]cyclopentanecarboxamide | HCID 9917234 | 94% |
Reaction Steps
The acid (1 eq) from step 1 of Example 53A was weighed into a flask and to this was added EDCI (1.35 eq), DMAP (1.1 eq), trifluoromethanesulfonamide (1.05 eq) followed by anhydrous THF (0.026 M) and the reaction mixture was stirred at 25° C., 3 h. Worked up with ethyl acetate/water followed by washing the organic layer with 0.05N HCl, saturated bicarbonate and brine. Chromatographic purification then afforded the desired product in 94% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06916841B2 |
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| Source dataset | uspto-grants-2005_07 |
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| ORD ID | ord-a2fa7d17ce3e4f529ebc7682cffd8036 |
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| Source note | uspto-grants-2005_07 |
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