HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azetidine → HCID 68002628, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azetidine | HCID 10422 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 4-Bromo-3-methoxybenzoic acid | HCID 16215867 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68002628 | HCID 68002628 | 79.1% |
Reaction Steps
To a stirred solution of 4-bromo-3-methoxybenzoic acid (400 mg) in DMF (4.0 mL) was added potassium carbonate (720 mg), azetidine (148 mg) and TBTU (890 mg). The mixture was stirred at room temperature for 60 h. Water was added, the mixture was stirred for 15 minutes and the solvent was removed in vacuum. Water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 370 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388177B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-874ad71fef814229b7e907e08c031447 |
| Source note | uspto-grants-2016_07 |