HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(4-bromobenzyl)-2,6-dichloro-4-(2-methoxyethoxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Bromobenzylamine hydrochloride | HCID 2724096 | — |
| Reactant | 2,6-Dichloro-4-(2-methoxyethoxy)benzoic acid | HCID 71150039 | — |
| Reactant | 2-(1H-7-Azabenzotriazol-1-yl)-1,1,3,3-tetramethyl uronium hexafluorophosphate Methanaminium | HCID 86621144 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(4-bromobenzyl)-2,6-dichloro-4-(2-methoxyethoxy)benzamide | HCID 71149974 | — |
Reaction Steps
2,6-Dichloro-4-(2-methoxyethoxy)benzoic acid (0.1 g, 0.23 mmol), (4-bromophenyl)methanamine hydrochloride (0.1 g, 0.27 mmol), 2-(1H-7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyl uronium hexafluorophosphate methanaminium (HATU) (0.17 g, 0.27 mmol), and triethylamine (0.15 mL, 0.7 mmol) were combined in DMF (3 mL) and then stirred at room temperature until reaction was completed. The reaction mixture was diluted with ethyl acetate and washed with water and twice with a saturated sodium bicarbonate solution. The organic phase was dried over magnesium sulfate, filtered and concentrated in vacuum. The solid resulting was used for next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08558001B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-c67f058e53d34d2087cc9a3ea09adf91 |
| Source note | uspto-grants-2013_10 |