Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 22137857 | HCID 22137857 | — |
| Solvent | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Product | HCID 22137850 | HCID 22137850 | — |
Reaction Steps
1-(4-Chloro-3-trifluoromethyl-phenyl)-3-(3-methoxymethoxy-5-trifluoromethyl-phenyl)-urea (100 mg, 0.25 mmol) from above was dissolved in a 1:1 solution of 3N HCl/ethyl acetate (20 mL) and stirred vigorously at room temperature for 16 h. Additional ethyl acetate was then added (50 mL) and the mixture was washed with water (2×50 mL), brine (50 mL), dried over Na2SO4, and concentrated. The resulting residue was purified using silica gel flash chromatography eluting with a 3:1 hexane/ethyl acetate solution. Similar fractions were pooled and concentrated to the title compound (72 mg, 72%) as an off-white solid. 1H NMR (CD3OD) δ 7.97 (d, J=2 Hz, 1 H), 7.64 (dd, J=2 Hz, J=8 Hz, 1 H), 7.50 (d, J=8 Hz, 1 H), 7.22(s, 1 H), 7.21 (s, 1 H), 6.75 (s, 1 H); Electrospray MS (MH+) m/z 399.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07053234B2 |
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| Source dataset | uspto-grants-2006_05 |
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| ORD ID | ord-828f8bba1912446e8ea32fb3cf29564a |
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| Source note | uspto-grants-2006_05 |
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