HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33522Generated: October 26, 2026
Dimethylformamide → 3-Chloromethyl-5-(4-trifluoromethyl-phenyl)-pyridine
https://huagongshe.com/reaction/33522
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (5-(4-(Trifluoromethyl)phenyl)pyridin-3-yl)methanol | HCID 1519486 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Chloromethyl-5-(4-trifluoromethyl-phenyl)-pyridine | HCID 69106098 | — |
Reaction Steps
177 mg (0.11 ml, 1.49 mmol) thionyl chloride were added drop by drop at 0° C. to a solution of 0.1 ml N,N-dimethylformamide (DMF) and 196 mg (0.74 mmol) [5-(4-Trifluoromethyl-phenyl)-pyridin-3-yl]-methanol in 6 ml dichloromethane and stirred for 1.5 h at 0° C. The mixture was poured on ice/sodium bicarbonate solution and the organic phase separated. The water phase is extracted with dichloromethane. The combined organic phases were washed with water, dried (sodium sulphate), evaporated and the obtained material (174 mg, 81%) used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07429605B2 |
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| Source dataset | uspto-grants-2008_09 |
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| ORD ID | ord-b04acf9a30034fa1a1080466a7e92ccd |
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| Source note | uspto-grants-2008_09 |
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