HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-(2,4-dichlorophenethyl)-2-fluoro-4-hydroxybenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,4-Dichlorophenethylamine | HCID 142938 | — |
| Reactant | 2-Fluoro-4-hydroxybenzoic Acid | HCID 2783398 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(2,4-dichlorophenethyl)-2-fluoro-4-hydroxybenzamide | HCID 68467622 | 100% |
Reaction Steps
To a stirred solution of 2-fluoro-4-hydroxybenzoic acid (200 mg, 1.28 mmol) in DMF (3 ml) at ambient temperature were added HATU (536 mg, 1.41 mmol) and DIEA (268 μL, 1.54 mmol). The reaction was stirred for 30 minutes and then 2-(2,4-dichlorophenyl)ethanamine (193 μL, 1.28 mmol) was added. The reaction was stirred overnight, then concentrated and diluted with water and dichloromethane. The aqueous layer was extracted with dichloromethane and the combined organic layers were washed with brine and dried over MgSO4. The crude product was purified by silica gel chromatography) to give N-(2,4-dichlorophenethyl)-2-fluoro-4-hydroxybenzamide (0.420 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183289B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-475e1f3892c340aca8aff879ad481cb8 |
| Source note | uspto-grants-2012_05 |