HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66616501, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Fluorobenzylamine | HCID 67326 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 66616348 | HCID 66616348 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Product | HCID 66616501 | HCID 66616501 | 90% |
Reaction Steps
To a solution of 3-(4-fluorophenoxy)-5-(methoxycarbonyl)benzoic acid (2.2 g, 7.58 mmol) in DMF/CH2Cl2 at rt was added EDCI.HCl (1.889 g, 9.85 mmol) followed by HOBt.H2O (1.024 g, 7.58 mmol) with stirring. After one minute (4-fluorophenyl)methanamine (0.949 g, 7.58 mmol) was added to the mixture and it was stirred at rt for 4 h. EtOAc and aq NaHCO3 were added to the mixture. The EtOAc layer was separated, washed with water, dried over MgSO4 and concentrated in vacuo to obtain a crude product (2.7 g, 6.79 mmol, 90% yield) as a light yellow solid. The crude product was used in the next step without further purification. MS (ESI): (M+H)+=382.21.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501992B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-a1fe1915c113447ab046af2496f4bb82 |
| Source note | uspto-grants-2013_08 |