HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927214Generated: November 3, 2026
Tetrahydrofuran → 5-(2-(Trimethylsilyl)ethynyl)pyridin-2-amine
https://huagongshe.com/reaction/1927214
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Nitro-5-((trimethylsilyl)ethynyl)pyridine | HCID 58076265 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(2-(Trimethylsilyl)ethynyl)pyridin-2-amine | HCID 22482858 | 90.3% |
Reaction Steps
To a solution of THF (10 mL) and water (5 mL) of 2-nitro-5-trimethylsilanylethynyl-pyridine (410 mg) described in Manufacturing Example 3-1 were added iron powder (510 mg) and ammonium chloride (200 mg) at room temperature, which was stirred for 75 minutes at 70° C. The reaction solution was cooled to room temperature, and then filtered through Celite, and the solvent was evaporated from the filtrate under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the titled compound (320 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08183264B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-9e85d9cc82eb4454af3bd18345f83325 |
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| Source note | uspto-grants-2012_05 |
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