HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500204Generated: October 27, 2026
Sodium hydride → 1-(Tetrahydrofuran-3-YL)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1H-pyrazole
https://huagongshe.com/reaction/500204
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 2774010 | — |
| Reactant | Oxolan-3-yl methanesulfonate | HCID 15278452 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(Tetrahydrofuran-3-YL)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1H-pyrazole | HCID 59231712 | — |
Reaction Steps
Tetrahydrofuran-3-yl methanesulfonate was dissolved in N,N-dimethylformamide (0.5 mL) and added to a pre-stirred solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (100 mg, 0.52 mmol) and sodium hydride (25 mg, 1.1 mmol) in N,N-dimethylformamide (1 mL). The mixture was heated to 60° C. for 2 d, cooled to RT, and purified by RP-HPLC to afford the desired product. LCMS: (M+H)=265.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07767675B2 |
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| Source dataset | uspto-grants-2010_08 |
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| ORD ID | ord-060ef609efa94a31874313afc2e69489 |
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| Source note | uspto-grants-2010_08 |
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