HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512207Generated: October 29, 2026
Water → 2-(2-Methylpyrimidin-5-yl)tetrahydrofuran-2-carbonitrile
https://huagongshe.com/reaction/512207
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | 2-(3-Bromopropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile | HCID 86716236 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2-Methylpyrimidin-5-yl)tetrahydrofuran-2-carbonitrile | HCID 86716237 | — |
Reaction Steps
A solution of 2-(3-bromopropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile (24 mg, 0.089 mmol) in THF (3 mL) was cooled at −78° C. Lithium bis(trimethylsilyl)amide in THF (141 μl, 0, 141 mmol, 1 molar) was added slowly and the mixture was stirred for 1 hour at −78° C. To the reaction mixture was added sat. aq. NH4Cl (10 mL) and the mixture was allowed to warm to room temperature. The reaction mixture was dilluted with H2O (10 mL) and extracted with AcOEt (3×15 mL). The combined org. phases were washed with brine, dried over MgSO4 and concentrated in vacuo. The crude product was used directly for next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09102591B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-f42b21f4c69e4ba9b1f5bfb2719508cd |
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| Source note | uspto-grants-2015_08 |
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