HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851087Generated: November 1, 2026
Methanol → 4-(5-Bromopyrrolo[1,2-b]pyridazin-4-yloxy)-3-fluoroaniline
https://huagongshe.com/reaction/1851087
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 58368367 | HCID 58368367 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(5-Bromopyrrolo[1,2-b]pyridazin-4-yloxy)-3-fluoroaniline | HCID 58368362 | 93.7% |
Reaction Steps
Methanol (1.2 mL), zinc powder (300 mg, 4.57=1) and ammonium chloride (130 mg, 2.47 mmol) were sequentially added to a solution of 5-bromo-4-(2-fluoro-4-nitrophenoxy)pyrrolo[1,2-b]pyridazine (67 mg, 0.19 mmol) in tetrahydrofuran (4.7 mL) and heated at 70° C. for 1.5 hours. Upon completion of the reaction, the resulting reaction mixture was cooled to room temperature and filtered by passing through a celite pad. The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (1-6% ethyl acetate in dichloromethane) to give the target compound (57 mg, 0.178 mmol, 93% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08957102B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-523771a08dd9416c9a9d409d3a8c2809 |
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| Source note | uspto-grants-2015_02 |
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