Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 89761234 | HCID 89761234 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89761947 | HCID 89761947 | — |
Reaction Steps
A vial was charged with INTERMEDIATE T (0.250 g, 0.397 mmol), iron (0.222 g, 3.97 mmol), THF (0.25 mL), and acetic acid (0.25 mL). The vial was sealed and stirred at 70° C. for one hour. The mixture was diluted with DCM and MeOH, then filtered through a pad of Celite® (diatomaceous earth) and concentrated. The material was purified via silica gel chromatography (40 g, gradient elution 0 to 50% EtOAc:Heptane) to afford 3-amino-4-((2-chloro-4-(trifluoromethyl)phenyl)amino)-N-(2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide (INTERMEDIATE U) as an off-white solid. m/z (ESI) 621.8 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09346798B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-4136126eb5db404381096f9f781a8799 |
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| Source note | uspto-grants-2016_05 |
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