HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334717Generated: October 30, 2026
Dichloromethane → 4-(6-(Fluoromethyl)pyridin-2-yl)but-3-yn-1-amine
https://huagongshe.com/reaction/334717
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 2-(4-(6-(Fluoromethyl)pyridin-2-yl)but-3-ynyl)isoindoline-1,3-dione | HCID 66597951 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-(6-(Fluoromethyl)pyridin-2-yl)but-3-yn-1-amine | HCID 66598332 | 63.5% |
Reaction Steps
Hydrazine hydrate (1.0 mL, 5.2 mmol) was added to a solution of 2-(4-(6-(fluoromethyl)pyridin-2-yl)but-3-ynyl)isoindoline-1,3-dione (320 mg, 1.04 mmol) in EtOH (3 mL) and the reaction mixture was stirred for 4 hours at 50° C. The mixture was cooled down, DCM was added and the aqueous phase was extracted. The organic phase was washed with saturated solution of NaHCO3, dried over Na2SO4, filtered and concentrated to yield 117 mg (0.66 mmol, 63%) of 4-(6-(fluoromethyl)pyridin-2-yl)but-3-yn-1-amine as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08883826B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-57f3eb1224e948dca96daefb5294e02b |
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| Source note | uspto-grants-2014_11 |
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