HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536485Generated: October 30, 2026
Thionyl Chloride → 4-(Chloromethyl)-3-fluoropyridine hydrochloride
https://huagongshe.com/reaction/536485
Participants
| Role | Name | HCID | Charge |
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| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (3-Fluoropyridin-4-yl)methanol | HCID 49760376 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(Chloromethyl)-3-fluoropyridine hydrochloride | HCID 71306203 | — |
Reaction Steps
6.710 g (52.785 mmol) of (3-fluoropyridin-4-yl)methanol was put in 29 ml acetonitrile and heated to 50° C. Then a solution of 7.701 ml thionyl chloride in 14.5 ml acetonitrile was added dropwise and the reaction mixture was stirred for 4 h at 50° C. Then the reaction mixture was concentrated by evaporation and was co-distilled three times with dichloromethane. After drying under high vacuum, 10.27 g of the title compound was obtained, which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08859569B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-53cd80e5e96045c68d55a431d243c5a9 |
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| Source note | uspto-grants-2014_10 |
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