HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58531386, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,5-Dichloro-2-hydroxybenzenesulphonyl chloride | HCID 90078 | — |
| Reactant | HCID 58531569 | HCID 58531569 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58531386 | HCID 58531386 | 61% |
Reaction Steps
To a solution of tert-butyl 3-((4-fluorobenzylamino)methyl)-5-(4-fluorophenoxy)benzylcarbamate (0.72 g, 1.58 mmol) in THF (15 mL) were added 3,5-dichloro-2-hydroxybenzenesulfonyl chloride (0.41 g, 1.58 mmol) and Et3N (0.66 mL, 4.75 mmol). The reaction mixture was stirred at rt for 1.5 h. The mixture was concentrated. The sample was purified by flash chromatography. Elution with 0 to 35% of ethyl acetate in dichloromethane gave the product as a white solid (0.65 g, 61%). 1H NMR (CDCl3): δ 9.01 (s, 1H), 7.55 (d, J=2.0 Hz, 1H), 7.45 (s, 1H), 7.15-7.06 (m, 4H), 7.01-6.92 (m, 4H), 6.76 (s, 2H), 6.54 (s, 1H), 4.41 (s, 2H), 4.32 (s, 2H), 4.21 (d, J=5.6 Hz, 2H), 1.49 (s, 9H); MS (ESI): (M−H)−=677.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501992B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-69acb502267b49a4bb5f54ad2a0e44ba |
| Source note | uspto-grants-2013_08 |