Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Pyridinemethanamine | HCID 19509 | — |
| Reactant | HCID 22185615 | HCID 22185615 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 16075331 | HCID 16075331 | 45% |
Reaction Steps
2-{[(4-nitrophenoxy)carbonyl]amino}phenyl 4-(trifluoromethyl)-benzenesulfonate (0.25 mmol, 120 mg) is dissolved in THF, and 2-(aminomethyl)pyridine (0.25 mmol, 26 μl) and Et3N (0.3 mmol, 42 μl) are added to the solution. The reaction mixture is heated at 60° C. for overnight. After purification by preparative HPLC, 2-({[(pyridin-2-ylmethyl)amino]carbonyl}amino)phenyl 4-(trifluoromethyl)benzenesulfonate is obtained in 45% yield. 1H NMR (400 MHz, MeOD-d6) 8.54 (d, 1H), 8.01(d, 2H), 7.82(m, 4H), 7.42(d, 1H), 7.34(t, 1H), 7.26(m, 4H), 7.05(t, 1H), 4.41(s, 2H). ESI+ for C20H16F3N3O4S m/z=452, (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07026339B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-41575ec835204633b5f38cbb9ad23037 |
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| Source note | uspto-grants-2006_04 |
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