HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-hydroxy-4-fluoro-N-cyclopropylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 4-Fluoro-3-hydroxybenzoic acid | HCID 593635 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-hydroxy-4-fluoro-N-cyclopropylbenzamide | HCID 22019106 | 61.5% |
Reaction Steps
To a mixture of 3-hydroxy-4-fluorobenzoic acid (1.56 g, 10 mmol), cyclopropylamine (0.6 g, 10.5 mmol), triethylamine (1.02 g, 10 mmol) and HOBt (0.3 g, 2 mol) in DMF (10 mL) was added EDCI (2.0 g, 10.5 mmol) at RT. The mixture was stirred at RT overnight. The mixture was diluted with water and extracted with ethyl acetate (3×20 mL). The extract was washed with water and concentrated to afford 3-hydroxy-4-fluoro-N-cyclopropylbenzamide as a solid (1.2 g, 61.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547711B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-d18369ac9f1342f2975f0ae666a0b447 |
| Source note | uspto-grants-2009_06 |