Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 58911275 | HCID 58911275 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58911254 | HCID 58911254 | — |
Reaction Steps
In a 50 ml three necked flask fitted with a magnetic stirrer, under inert atmosphere, thionyl chloride (2.72 g, 0.023 mmol) is added to the crude 4-bromo-N-(1-hydroxy-cyclopropyl)-butyramide a16 (2.3 g, 9.13 mmol) in CHCl3 (20 ml). After 3 h at room temperature, the light orange reaction mixture is evaporated, diluted in THF (5 ml) and added into another 50 ml three necked flask fitted with a magnetic stirrer, under inert atmosphere, containing a solution of imidazole (0.622 g, 9.1 mmol) and Et3N (2.8 g) in THF (20 ml) at room temperature. After 6 h, the reaction mixture is cooled down to 0° C., filtrated and concentrated in vacuo to give the crude 4-bromo-N-(1-imidazol-1-yl-cyclopropyl)-butyramide a18 (2.76 g) which is used in the next step without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07763644B2 |
|---|
| Source dataset | uspto-grants-2010_07 |
|---|
| ORD ID | ord-32ccf7559a01469d845e939c618bdbf0 |
|---|
| Source note | uspto-grants-2010_07 |
|---|