HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33529Generated: October 28, 2026
Dimethylformamide → 3-Chloromethyl-5-(4-trifluoromethoxy-phenyl)-pyridine
https://huagongshe.com/reaction/33529
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (5-(4-(Trifluoromethoxy)phenyl)pyridin-3-yl)methanol | HCID 24729847 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Chloromethyl-5-(4-trifluoromethoxy-phenyl)-pyridine | HCID 69106519 | — |
Reaction Steps
136 mg (0.083 ml, 1.14 mmol) thionyl chloride were added drop by drop at 0° C. to a solution of 0.1 ml N,N-dimethylformamide (DMF) and 153 mg (0.57 mmol) [5-(4-Trifluoromethoxy-phenyl)-pyridin-3-yl]-methanol in 10 ml dichloromethane and stirred for 2 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 (156 mg, 89%) 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-71c7f54f53f94a33a4c52385eeadf0b6 |
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| Source note | uspto-grants-2008_09 |
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