HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 3-bromo-4H,5H,6H-pyrrolo[1,2-b]pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 5,6-Dihydro-4H-pyrrolo(1,2-b)pyrazole | HCID 11073365 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 3-bromo-4H,5H,6H-pyrrolo[1,2-b]pyrazole | HCID 15287071 | 90.3% |
Reaction Steps
Bromine (22.4 mL, 435 mmol) was added to a solution of 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole 8 (47.2 g, 437 mmol) and NaOAc (36.2 g, 440 mmol) in AcOH (750 mL) drop wise at 0° C. The mixture was stirred at the same temperature for 10 minutes then neutralized by the addition of aqueous sodium bicarbonate. The aqueous layer was extracted with EtOAc (5×200 mL) and the organic extracts were dried over magnesium sulfate and concentrated under reduced pressure to afford 3-bromo-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole (73.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242984B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-a1ce133a010f4fa887c1633120629127 |
| Source note | uspto-grants-2016_01 |