HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 86652734, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Fluorophenyl isocyanate | HCID 70955 | — |
| Reactant | HCID 67118448 | HCID 67118448 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86652734 | HCID 86652734 | 33% |
Reaction Steps
1-Fluoro-4-isocyanatobenzene (96 mg, 0.70 mmol) was added to a solution of O-(1-(4-(trifluoromethoxy)phenylsulfonyl)piperidin-4-yl) hydroxylamine (238 mg, 0.70 mmol) and pyridine (111 mg, 2.1 mmol) in CH2Cl2 (6 ml), and the whole was stirred at room temperature for 17 hours. The resulting precipitation was collected, washed with aqueous 1 N HCl solution (10 ml×3), aqueous NaHCO3 solution (10 ml×3), diethyl ether (10 ml×2) to give 1-(4-fluorophenyl)-3-(1-(4-(trifluoromethoxy)phenylsulfonyl)piperidin-4-yloxy)urea (110 mg, 33%) as a white solid: LCMS: 478 [M+1]+. 1H NMR (DMSO-d6) δ: 1.81 (m, 2H), 1.92 (m, 2H), 2.85 (m, 2H), 3.22 (m, 2H), 3.78 (m, 1H), 7.10 (m, 2H), 7.51 (m, 2H), 7.65 (m, 2H), 7.91 (m, 2H), 8.62 (s, 1H), 9.38 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518934B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-9892f37e8e5f46b1964288e92914484a |
| Source note | uspto-grants-2013_08 |