HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77853Generated: October 26, 2026
Water → 5-(2-(Trimethylsilyl)ethynyl)pyridin-2-amine
https://huagongshe.com/reaction/77853
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Nitro-5-((trimethylsilyl)ethynyl)pyridine | HCID 58076265 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(2-(Trimethylsilyl)ethynyl)pyridin-2-amine | HCID 22482858 | 91.1% |
Reaction Steps
To a solution of 2-nitro-5-trimethylsilanylethynyl-pyridine (405 mg, 1.84 mmol) described in Manufacturing Example 28-1-1 in tetrahydrofuran (10 mL) and water (5 mL) were added iron powder (514 mg, 9.21 mmol) and ammonium chloride (197 mg, 3.69 mmol) at room temperature, which was stirred for 75 minutes at 70° C. The reaction solution was cooled to room temperature and filtered through a Celite pad, and the filtrate was concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the title compound (319 mg, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08841327B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-ef31e16dff0d4519ac429f7d017bd838 |
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| Source note | uspto-grants-2014_09 |
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