HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075713Generated: October 30, 2026
Sodium Azide → 7-[3-Fluoro-5-(4-methoxy-tetrahydro-pyran-4-yl)-phenoxymethyl]-1,2,3,9b-tetraaza-cyclopenta[a]naphthalene
https://huagongshe.com/reaction/2075713
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 86613830 | HCID 86613830 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-[3-Fluoro-5-(4-methoxy-tetrahydro-pyran-4-yl)-phenoxymethyl]-1,2,3,9b-tetraaza-cyclopenta[a]naphthalene | HCID 67090988 | — |
Reaction Steps
To 9b (29 mg, 0.07 mmol) in DMF (1 mL) was added sodium azide (9 mg, 0.09 mmol). The reaction was heated at 130° C. overnight, then cooled to room temperature and diluted with EtOAc and water. The aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentrated. The crude material was purified by silica gel chromatography (50% EtOAc in hexanes) to give the desired product, 9c.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07919621B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-e377cd0d9e4740b89695f8edfdc11941 |
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| Source note | uspto-grants-2011_04 |
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