Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 58659428 | HCID 58659428 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 58659338 | HCID 58659338 | — |
Reaction Steps
A suspension of N-(4-(6-methoxy-pyridin-3-ylmethyl)-phenyl)-N′-(4-methyl-phenyl)-urea (Example 95; 0.28 g, 0.81 mmol) and trimethylsilyl-jodide (0.6 ml) in chloroform (10 ml) is stirred for 16 h at 60° C. Then CH2Cl2 (4 ml), water (10 ml) and saturated NaHCO3 solution (5 ml) is added and the suspension stirred vigorously. Filtration, washing with CH2Cl2 and water followed by column chromatography (SiO2; AcOEt/MeOH 9:1→4:1 MeOH) yields the title compound: 1H-NMR (DMSO-d6): 11.4 (s, HN), 8.52 (s, HN), 8.47 (s, HN), 7.33 (d, 2H), 7.29 (d, 2H), 7.25 (dd, 1H), 7.16 (s, 1H), 7.07 (d, 2H), 7.04 (d, 2H), 6.24 (d, 1H), 3.58 (s, 2H), 2.22 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07652022B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-5fc5b4cdc47f43cbbe800aaa2f3be04f |
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| Source note | uspto-grants-2010_01 |
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