HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661982Generated: October 28, 2026
Ethyl Acetate → 3-Fluoro-4-(6-(pyridine-4-yl)-1H-indazole-5-yloxy)aniline
https://huagongshe.com/reaction/1661982
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-(2-fluoro-4-nitrophenoxy)-6-(pyridine-4-yl)-1H-indazole | HCID 66766786 | — |
| Solvent | Ethanol ethylacetate | HCID 21584252 | — |
| Product | 3-Fluoro-4-(6-(pyridine-4-yl)-1H-indazole-5-yloxy)aniline | HCID 66766854 | 76.3% |
Reaction Steps
A mixture of 5-(2-fluoro-4-nitrophenoxy)-6-(pyridine-4-yl)-1H-indazole (1.95 g, 4.5 mmol) and SnCl2.2H2O (10.2 g, 45.3 mmol) in EtOAc/EtOH (200 mL/10 mL) is stirred at 80° C. for 2 hours. Then aqueous NaHCO3 and EtOAc are added. The organic phase is dried over anhydrous MgSO4 and concentrated. The residue is purified by silica gel column chromatography eluting with PE:EtOAc (2:1) to give the desired product (1.10 g, 61.0% yield). MS (m/z): 321.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030302B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-48cc594eb1ef407f87b60aafbd8974bc |
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| Source note | uspto-grants-2011_10 |
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